By topic: Choice of entity

Shutting Down a Partnership: Tax Implications

There is much you need to know when you shut down a partnership. In this article, we walk you through the tax consequences using the three most common partnership shutdown scenarios.

BOI Reporting Unconstitutional for 65,000, but Likely Not You

You are likely on the hook to file your BOI report. The Corporate Transparency Act has been declared unconstitutional by a federal district court in Alabama, but that only applies to 65,000 businesses. Meanwhile, New York State has adopted its own beneficial ownership information reporting law that applies to limited liability companies.

Create Tax-Free Fringe Benefit Deductions for Your Smartphone

Do you operate your business as a corporation, a partnership, or a proprietorship, or as an LLC taxed as one of these three entities? Your choice of entity impacts whether you can create a no-hassle, tax-free fringe benefit for you and/or your employees’ smartphones. In this article, you learn the rules that apply and which ones give you the best benefits.

Tax Reform Doubles Down on S Corporation Reasonable Compensation

The Tax Cuts and Jobs Act tax reform gave you a new 20 percent deduction on pass-through income. For S corporation owners, your reasonable compensation plays a key role in determining your Section 199A deduction. Here, we’ll explain what the law says on reasonable compensation and how you can come out ahead.

Q&A: S Corporation Reimburses Personal Vehicle

If your S corporation reimburses you for your personal vehicle, you need to report the gain or loss on the sale of that vehicle. This article gives you two clear examples of how this works and what forms to use.

13 Answers on the New 2024 CTA Required BOI Reporting to FinCEN

The Corporate Transparency Act is now in effect. It requires most small defined corporations, LLCs, and some other business entities to file a beneficial owner report (BOI) with the Department of the Treasury’s Financial Crimes Enforcement Network (FinCEN). Here are 13 answers to some common questions that tax pros and business owners have about the new law.

Tax Road Map for the Foreigner Who Wants to Start a U.S. Business

You can open a business in the United States if you are a non-citizen. But beware: you travel a perilous tax and reporting path when you know little or nothing about the territory. Here’s a tip: follow this road map for successfully launching your U.S. business.

2023 Last-Minute Tax Strategies for Marriage, Kids, and Family

Are you thinking of getting married or divorced? If so, you need to consider December 31, 2023, in your tax planning. Here’s another question: Do you give money to family or friends (other than your children who are subject to the kiddie tax)? If so, you need to consider the zero-tax planning strategy. And now, consider your children who are under age 18. Have you paid them for work they’ve done for your business? Have you paid them the right way? You’ll find the answers here.

2023 Last-Minute Year-End Medical Plan Strategies

Are you eligible for COVID-19 tax credits for yourself and/or your employees? Have you reimbursed your employees (including your employee spouse) as stipulated in your health reimbursement arrangements? And if you operate as an S corporation, do you have your health insurance set up correctly for your best tax deduction? In this article, we help with these matters and more.

ICHRA: Game Changer for Small Business Health Benefits

Although the Individual Coverage HRA (ICHRA) works for businesses of all sizes, it’s particularly helpful for small businesses with fewer than 50 employees that want to provide health care benefits to their employees. With an ICHRA, a business can reimburse individually purchased health insurance without triggering the $100-a-day-per-employee penalty.

Update on State Pass-Through Entity Taxes Beating the SALT

State pass-through entity taxes enable individual owners of partnerships, multi-member LLCs, and S corporations to get around the $10,000 limit on deducting state and local taxes, by having their pass-through entity pay state income tax due on its income and then claiming a federal deduction for the payment. Almost all states with income taxes have now enacted some form of owner-beneficial pass-through entity tax, including seven new states during 2023 alone.

Tax Filing Default and Options for Different Business Entities

You have options when it comes to your choice of business entity, and your selection determines your tax filing forms. In this overview article, we give you the big picture on those options, filing forms, and also a handy desktop reference.

Avoid This Family Member S Corporation Health Insurance Mistake

If you own more than 2 percent of an S corporation, you have to follow special rules to deduct your health insurance premiums. These demanding health insurance rules can also apply to family members who work in the business and don’t own a single share of stock. Don’t let these rules be a surprise and cost your family money.

Minimize (or Eliminate) Taxes When Selling Your Rental Property

Selling your rental property can result in a substantial tax bill. To assist you with this situation, we have developed a guide that presents a variety of tax strategies that can be employed to minimize, and in certain circumstances eliminate, these taxes. You can download this guide and explore the various strategies it contains.

Holding Real Property in a Corporation: Good or Bad Idea?

Typically, it is not advisable for a corporation to possess real estate. The most favorable entities for real property ownership are the single-member LLC, the husband-and-wife LLC, and the grantor trust. But there is one exception to this rule, as we explain in this article.

Baseball Cards and Memorabilia as Office Decorations

The proper tax deduction treatment for decorating a business office with a baseball card and memorabilia collection comes from the courts in their decisions on depreciating antiques.

Avoid These Common Mistakes When Converting to an S Corporation

Are you thinking of converting your business to an S corporation? The IRS will be watching you closely. Learn how to avoid the common mistakes that many business owners make.

New Law: Business Tax Credits for Your Electric Vehicle Purchases

If you purchase an electric car or a plug-in hybrid electric vehicle to use in your business, you can qualify for a brand-new commercial clean vehicle tax credit worth up to a whopping $40,000. But that’s not all.

S Corporation Reimburses the Owner-Employee for the Home Office

The home-office deduction continues to be misunderstood in a variety of ways. In this article, the taxpayer’s CPA tells her that there’s no tax benefit to the home-office deduction for an S corporation and that the home-office deduction applies only to the self-employed.

Tax-Free Conversion of a Partnership into an S Corporation

You can convert a partnership into an S corporation tax-free (or mostly tax-free) in a variety of ways, as explained in this article. So, if you want to convert your partnership to an S corporation, spend time with this article.

C Corporation? Beware of the Hidden Tax

Are you loving the 21 percent corporate tax rate and now keeping more money inside the corporation? If so, beware of the accumulated earnings tax. You can easily overlook it. You likely don’t have the proper documentation to avoid it. And it’s expensive.

When Partners and LLC Members Don’t Pay Self-Employment Taxes

If you’re a partner in a partnership or an LLC member, do you have to pay self-employment tax on your business profits? It depends. Some partners and members can avoid paying such taxes, but the rules are not always clear. You can generally avoid self-employment tax only if you’re not actively involved in the partnership or LLC business.

Self-Employment: Quick and Dirty Guide to Tax Issues and Savings

If you’re thinking of becoming self-employed or recently took the plunge, this article is for you. One of the first things you need to consider is the self-employment tax, which starts almost immediately. And the second thing you need to consider is how to reduce your taxes. You will find good ideas in this article.

Cut Employment Taxes with the S Corporation

Do you report your business on Schedule C of your Form 1040? Have you noticed that the self-employment tax significantly drains your cash? As we explain in this article, the S corporation may plug a good chunk of that leak.

Q&A: Paying My Daughter: W-2 or 1099?

There’s much to see in this short question and answer, such as the single-member LLC, sole proprietorship, corporation, payroll taxes, self-employment taxes, and tax-free income.

Best Health Deduction for Solo Owner-Employee of a C Corporation

Many solo owners of C corporations have their corporations reimburse them for health insurance. That’s nice, but as we explain in this article, those solo owner-employees likely can do better.

Alert: A Massive New FinCEN Filing Requirement Is Coming

The U.S. Treasury’s Financial Crimes Enforcement Network (FinCEN) has issued proposed regulations showing how it intends to implement the Corporate Transparency Act—a law enacted in 2021 that requires smaller businesses to disclose beneficial owner information to the federal government. FinCEN plans to start enforcing the law as soon as mid-2022, and it will affect as many as 30 million new and existing smaller businesses.

Health Savings Accounts: The Ultimate Retirement Account

A Health Savings Account (HSA) can be the best retirement account of all because it offers triple tax benefits: (1) deductible contributions, (2) tax-free growth, and (3) tax-free withdrawals for medical expenses. No other tax-advantaged account gives you all three.

Tax Pros and Cons: Partnership with Multiple Partners

If you are going to operate a business with multiple owners, you need to consider the partnership in addition to considering the S and C corporations. The partnership generates both advantages and disadvantages. This article guides you through the many things you need to consider.

Avoid the Self-Rental Trap

Qualify for a special election that allows you to treat your rental and your business as one activity for federal tax purposes. This can give you the best of both worlds: (1) legal protection and (2) a tax shelter.

IRAs for Kids

Does your child receive a W-2? If so, he or she should contribute to an IRA (preferably a Roth IRA), as we explain in this article.

Two Answers about Selling Your Home to Your S Corporation

This article answers two questions: First, if a married couple sells their home to their S corporation to be a rental property, can the owners be the renters? Second, where does the S corporation obtain S corporation basis in this transaction?

Don’t Rob Yourself of the Home Internet Deduction

If you do some work at home, you’re probably using your home internet connection. Are your monthly internet expenses deductible? Maybe. Home internet expenses can be deducted by business owners in the same way as home utility costs. But a lack of good records can booby-trap this deduction.

PDF Download: Retirement Plans for Business Owners with No Employees

As a business owner, you need to decide which of the many retirement plans provide you with the most benefit. Our guide explains each of the plans so you can make an informed decision as to which retirement plan fits best for you.

When Is a Partner in a Partnership a 1099 Worker?

In this article, you will learn when a partner can deduct unreimbursed partner expenses (UPE) and when the partnership can treat certain activity as if the partner were a 1099 independent contractor.

Selling Appreciated Land? Use the S Corporation to Lock in Favorable Capital Gains Treatment

Learn how to use the S corporation to cut your taxes when you have appreciated land that you will develop and sell.

Avoid This Husband-and-Wife LLC Mistake

Is the husband-and-wife LLC taxed as a partnership a good entity to create tax-deductible Section 105 medical plan reimbursements?

2021 Last-Minute Year-End Medical Plan Strategies

Are you eligible for COVID-19 tax credits for yourself and/or your employees? Have you reimbursed your employees (including your employee spouse) as stipulated in your health reimbursement arrangements? And if you operate as an S corporation, do you have your health insurance set up correctly for your best tax deduction? In this article, we help with these matters and more.

Congress Closes the PayPal 1099-K Reporting Loophole

The PayPal loophole is going away seven months from now. You may remember the strategy where you can avoid giving 1099s to contractors and vendors when you use PayPal or a similar service as your payment platform. In the past, PayPal often did not have to provide those contractors and vendors with a 1099. According to lawmakers, this created a situation where those people who use PayPal have an easy ability to cheat (i.e., not report the income on their tax returns).

How to Deal with the New $142,800 Base for Self-Employment Taxes

In 1935, the self-employment tax topped out at $60. In 2021, the first part of the self-employment tax tops out at $21,848, but the 2.9 percent Medicare part continues after that without limits. Good tax planning for the self-employment tax is like an annuity: it gives you monetary returns—year after year—every year you are in business. So, plan now and consider everything from choice of entity to hiring your children.

Breaking News: New PPP for the Self-Employed and Small Businesses

If you have fewer than 20 employees (including none because you are self-employed), the SBA is in the process of trying to help you. Two things are going on. First, you have an exclusive window to obtain your Paycheck Protection Program (PPP) money without competition from the big guys. Second, if you are self-employed, the SBA is creating a mechanism for more PPP money for you.

FREE PDF Download: The Practical Guide to S Corporation Taxes

Do you operate your business as an S corporation? It’s a popular choice due to the tax savings you benefit from. But if you don’t avoid the pitfalls, you risk losing those valuable tax benefits. Download this guide to maximize your S corporation tax savings and avoid common missteps.

QBI Update: Impact of Negative QBI and Previously Suspended Losses

As you likely know, the Section 199A 20 percent QBI deduction is a delightful tax benefit. But it is not without its nuances. For example, if you have multiple business and/or rental properties, you need to consider the aggregation issues—both forced by the law and optionally incurred by you.

SEP IRA vs Solo 401(k): Which Should You Choose?

A small business retirement plan can be a great way to defer income taxes and build net worth. But knowing the right plan for your small business and which plan will allow you to save the most requires some understanding of the tax laws. Choosing the wrong plan can cost you more than just taxes—it can cost you an opportunity to retire early.

FREE PDF Download: Slash Business Taxes with the Help of Relatives

Do you own your own business? Do you have close relatives? If you responded yes to both, you have a golden opportunity to slash your business taxes. With the help of family members, you can utilize several tax-saving strategies to reap some nice financial benefits for both you and your relatives.

Download This Free Guide to Choosing the Right Business Entity

Are you starting or buying a new business? If so, you have a decision to make regarding the best operating entity for this business. Choose wisely, and you will benefit in many ways, including possible huge tax savings. Choose the wrong entity, and you’ll feel the pain for years to come.

Case Study: Trade-In on a New SUV—Reimbursement by Corporation

PPP Cash Infusion: Haven’t Applied? Apply Today—Don’t Wait

Self-employed? Your Payroll Protection Program (PPP) payroll is your 2019 Schedule C net profit. Partnership? Your PPP payroll is the adjusted self-employment income of the partners. S or C corporation owner, your W-2 is your income. Why know this? So you can apply for your PPP cash infusion as we explain in this article.

Two Correct Ways to Deduct Your Home Office with a Partnership

With the COVID-19 experience, you and your partners may be doing a lot of work from home or even working from home primarily. Is the home-office deduction in the mix? If so, because you are a partner, your options for getting a tax benefit for your home-office deductions are tricky. But no worries, we’ll tell you about the two options to use and two options to avoid.

All About Limited Liability Companies (LLCs)

When you choose the LLC as an operating entity, you encounter special rules. Let’s start with the fact that the LLC does not exist as a taxable entity but instead falls into one of the traditional categories such as a proprietorship, a partnership, an S corporation, or a C corporation depending on what you elect or don’t elect.

Nine Insights into PPP Loan Forgiveness for the Self-Employed

When you are self-employed with no employees, the PPP program is a COVID-19 gift. If you now have your PPP funds, you need to review this article for insights on how to handle the money. After all, the idea is to have the loan forgiven.

Six Insights into the PPP for Partnerships

The PPP free-cash program to assist businesses during the COVID-19 pandemic is gaining traction and clarity. If you operate your business as a partnership, you have several recent developments that make the free-cash program more to your benefit, as we explain in this article.

Create Deductions: Use Your Vacation Home for Business Lodging

The properly used business vacation home or condo does not run up against the oppressive vacation-home, passive-loss, or entertainment-facility rules. That’s a huge plus. And with the COVID-19 pandemic, use of the vacation home for business lodging makes good sense.

Taking Advantage of Partnership Special Allocations

The partnership choice of entity allows special allocations of income and expenses to individual partners, which can give the partnership a leg up as your possible choice of business entity. In this article, we explore the allocation rules and give you the ins and outs.

Self-Employed with No Employees? Get Your COVID-19 Cash Now

Don’t overlook the COVID-19 Payroll Protection Program (PPP) if you are self-employed with no employees. For this program, you (as a self-employed taxpayer) count as an employee, and with only yourself, you qualify for the COVID-19 cash.

Husband-Wife Partnerships: Three Tax-Saving Strategies—Part 2

When you operate a husband-wife partnership, you likely are paying far more than you need to pay in self-employment taxes. This article gives you three strategies you can use to save some serious money on the payment of self-employment taxes.

Beware of the Dark Side When Considering the C Corporation

As you likely know, the Tax Cuts and Jobs Act made a big change in how C corporations are taxed—one flat, 21 percent rate. The new, lower rate makes the C corporation far more appealing than in prior years. But you also need to look at the dark side of this possible opportunity.

Beat the Unfair $10,000 SALT Cap with a C Corporation

The Tax Cuts and Jobs Act’s $10,000 cap on your state and local tax deductions probably took cash out of your wallet—especially if you have a profitable S corporation. A C corporation can make your state income taxes on your net business income 100 percent deductible. When should you make the move to a C corporation?

Should You Operate Your Business as a Partnership (or an LLC Taxed as a Partnership)?

When looking at your taxable entity choices, consider the partnership, especially the multi-member LLC taxed as a partnership. Often the LLC taxed as a partnership gives you the same liability protection as a corporation as it produces superior tax results. Your situation will determine the best entity, but here in this article you find what you need to help with your decision.

Dynamex Causing Incorrect W-2 Classifications for Independent Contractors

Many workers across the U.S. are going to suffer improper reclassifications because of the California Supreme Court’s decision in Dynamex and the resulting new California law. As you will see in this article, the Tax Cuts and Jobs Act (TCJA) compounds the tax problems for the workers who are reclassified.

Capture Your 199A Tax Deduction

The Tax Cuts and Jobs Act brought sweeping changes to the tax laws―some good and some bad. But the one change that can potentially provide you the biggest tax benefit is the Section 199A deduction.

2019 Brings You New Partnership Audit Procedures

Congress changed the IRS procedures for auditing partnerships, and they apply beginning with your 2018 partnership tax return. Under the new rules, an audit can lead to a partnership-level tax at a 37 percent rate. We’ll explain the new rules and how your partnership can potentially avoid paying this new audit tax.

New Tool for Your Use: 2019 Section 199A Calculator

When planning your Section 199A tax deduction, avoid difficult calculations and save time by using the new 2019 Section 199A Deduction Calculator. Inside this article, you find the rules you need to know to find your QBI, Section 199A wages, and Section 199A property that can figure into your Section 199A deduction possibilities.

How Corporations Reduce IRS Audits of Home-Office Deductions

You have probably read that the home-office deduction increases your chances of IRS audit. We’ve read that, too, but we don’t believe it. Regardless, there are a few things you can do to make your home office less likely to ever appear in an audit.

Wow! Pay Zero Capital Gains Taxes on Sale of Small C Corporation

Section 1202 allows you to sell a qualified small business corporation on a tax-free basis. Now, add to this no-tax-on-sale benefit from the 21 percent corporate tax rate from the Tax Cuts and Jobs Act, and you have a significant tax planning opportunity.

When Renting to a C Corporation Creates QBI

What rules apply for purposes of the new 20 percent deduction under Section 199A when you rent an office or other building to your personally owned C corporation?

Use a Single-Member LLC as a Tax-Smart Real Estate Ownership Vehicle

You find much beauty and little beast in using a single-member LLC for your real estate ownership. Of course, the big beauty is corporate-style liability protection without tax complexity, as you see in this article.

10 Proven Tax Reduction Strategies for the Self-Employed

We took a deep dive into the 263 strategy articles that apply to the self-employed and pulled out 10 that you should spend time with.

Advance Account Shows That Incorporation Is Not for Everyone

To operate successfully as a corporation, you need to be good at paperwork. Also, you may not treat the advance account on the corporate books as your personal slush fund.

Q&A: QBI and Self-Employment Tax Savings for S Corp. as a Partner

It’s common to consider making your S corporation (versus yourself) a partner in your partnership: it saves you self-employment taxes. Does this affect your Section 199A deduction? We’ll explain how it does, what that means, and strategies for you to make things better.

Avoid This S Corporation Health Insurance Deduction Mistake

If you own more than 2 percent of an S corporation, you have to follow special rules to deduct your health insurance premiums. The health insurance rules can also apply to family members who work in the business and don’t own a single share of stock. Don’t let the zero stock be a surprise and cost your family money.

IRS FAQs on Section 199A: Nasty? Helpful? Wrong?

On April 11, likely after you filed your tax return, the IRS updated its Section 199A frequently asked questions (FAQs) by increasing the number of questions and answers from 12 to 33. We noted three of the FAQs that will cause problems for many taxpayers. In fact, there will be taxpayers who will need to file amended tax returns because of the FAQs.

Caution: 199A Calculator Is Business-by-Business without Aggregation

Your 199A deduction requires W-2 wages and/or property when your taxable income is greater than $415,000 married, filing jointly, or $207,500, filing as single or head of household. When you are above these amounts and want to calculate your 20 percent deduction, make sure to enter separate businesses separately in the Section 199A calculator if you do not formally elect aggregation of your Section 199A businesses.

TCJA Planning: Terminating Your S Corporation Election

Tax reform may have you thinking of changing your S corporation to a C corporation, partnership, or sole proprietorship. To do this, you’ll have to terminate your S corporation election and possibly make other tax elections. We’ll explain how you do this and the tax consequences of doing so.

How to Deduct Medicare as a Business Expense

When you are in business for yourself, you have options when it comes to creating tax deductions for your health insurance. The tax rules treat Medicare as health insurance, and that means you have options for how to create your tax deductions for Medicare.

TCJA One Way to Deduct Personal Vehicle Used for Corporate Business

If you operate your business as a corporation but own the business car personally, you have no vehicle deduction possibility without corporate reimbursement, because the Tax Cuts and Jobs Act does not allow employee business expenses for years 2018 through 2025.

Q&A: How to Calculate and Improve Your QBI from a Partnership

It’s tough to calculate the Section 199A deduction. Under the final regulations, it’s even more difficult, with more adjustments than we expected. We’ll walk through an example of a partner in an LLC to show you how the calculation works. And then we’ll discuss some planning opportunities to increase the deduction.

TCJA Tax Reform Creates Big Hazard in Loans to Your Corporation

Making loans to your corporation became more hazardous 33 years ago with the Tax Reform Act of 1986. That was pretty awful. But the new Tax Cuts and Jobs Act tax reform made things worse for tax years 2018 through 2025. If you operate your business as a corporation, you need to know how the rules apply when you loan money to your corporation.

IRS Updates Defined Wages for New Section 199A Tax Deductions

Your Section 199A tax deduction disregards W-2 wages when your Form 1040 taxable income is equal to or less than $315,000 (married, filing jointly) or $157,500 (filing as single or head of household). Also, you don’t have to think about wages for your out-of-favor business if you have taxable income above $415,000 (married, filing jointly) or $207,500 (filing as single or head of household). But if you are in a group that needs to consider the wages your business paid you and your employees, you have to follow the rules set out by the IRS, as we explain in this article.

IRS Section 199A Final Regs Shed New Light on Service Businesses

The IRS issued final Section 199A regulations that contain some new and very favorable provisions that are important to out-of-favor specified service trades and businesses. Of particular note are the de minimis rules discussed in this article that show you how to break your business into two or more businesses for purposes of the Section 199A tax deduction.

Tax Reform’s New Qualified Opportunity Funds: Helpful or Hype?

Qualified opportunity funds are a new tax-planning strategy created by the Tax Cuts and Jobs Act tax reform. The new funds have the ability to defer current-year capital gains, eliminate some of them later, and then on the new investment make capital gains tax-free. To put the benefits in place, you need to navigate some new rules and time frames.

Q&A: Deduction for Defunct S Corporation Expenses?

You closed your S corporation and then paid expenses for it afterward. Can either you or the corporation deduct those expenses? We’ll explain what the law says, along with that one thing you need to consider for taking deductions for your leftover expenses.

Q&A: Tax Reform and the Cannabis Industry

Tax reform made a lot of changes that impact your choice of entity for your business. And if your business is in the cannabis industry, this is especially true. We’ll explain how Section 199A and other Tax Cuts and Jobs Act provisions impact your entity choice for a cannabis business.

How to Find Your Section 199A Deduction with Multiple Businesses

Calculating your Section 199A deduction with one business is complicated. When you have multiple businesses, including businesses with losses, it gets even worse. We’ll clearly explain the rules related to multiple businesses along with how the new proposed regulations may allow you to aggregate certain businesses.

Q&A: Guide to Published TCJA Tax Reform Articles

Here’s a resource guide that gives you the Tax Cuts and Jobs Act tax reform articles published at the Bradford Tax Institute from January 1 through July 31, 2018, including for each article the (a) topic, (b) code section, (c) prior law, (d) new law, and (e) link.

Q&A: New Guide; How Tax Reform Transforms S Corporation Taxes

The Tax Cuts and Jobs Act (TCJA) has changed the way you can look at the S corporation as a tax planning entity. With the new Section199A deduction in play, the S corporation can help increase or decrease that deduction. To make this easier for you, simply download our new guide and get up to speed on how the S corporation works with the TCJA.

TCJA Changes Affecting Partnerships and LLCs and Their Owners

The Tax Cuts and Jobs Act made several beneficial changes that affect partnerships and their partners and LLCs and their members that are treated as partnerships for tax purposes.

Q&A: What Are My S Corporation Election Options?

Because of the Tax Cuts and Jobs Act, more businesses are looking at the S corporation election. But you have to make a timely election to get the tax benefits. This article helps you with both a “timely” and a “late” election.

Tax Reform Doubles Down on S Corporation Reasonable Compensation

Tax reform gave you a new 20 percent deduction on pass-through income. For S corporation owners, your reasonable compensation plays a key role in determining your Section 199A deduction. Here, we’ll explain what the law says on reasonable compensation and how you can come out ahead.

Do Your Business Losses Make You an IRS Target? If So, Do This

The tax law has always treated your hobby activities unfairly. Tax reform under the Tax Cuts and Jobs Act made that unfair treatment even worse by preventing you from deducting any business expenses against hobby income. In this article, you see a strategy that can save your bacon on your hobby activity.

S Corporation Fringe Benefits after the Recent Tax Reform

More than 2 percent shareholder-employees of S corporations don’t catch a lot of breaks when it comes to the taxation of fringe benefits. But arming yourself with the correct information will help you maximize your deductions and avoid costly penalties.

Tax Reform Increases the Tax Benefits of Employing Your Child

If you or you and your spouse own your business and you have children, you need to consider the financial benefits of hiring those children to work in your business. Some businesses benefit more than others, but almost all businesses likely come out ahead with this strategy. And every business needs to thank tax reform for the new increased standard deduction that a business owner’s child can use to pay zero in taxes.

Tax Reform Does Much to Help Your Rental Real Estate

The recent tax reform, known as the Tax Cuts and Jobs Act (TCJA), added some good benefits to your real estate rentals, both commercial rentals and residential rentals. Notably, your qualified business income from your real estate rentals creates a possible 20 percent tax deduction with no effort on your part. And if you want less taxable income, the TCJA gives you enhanced bonus depreciation and new avenues for Section 179 expensing.

Tax Reform Punishes W-2 Employees—Get Even!

The recent tax reform created both winners and losers. One big loser is the W-2 employee who incurs out-of-pocket business expenses to earn his or her W-2 income. Tax reform simplified those W-2 employee business expense deductions by simply making them not tax deductible.

New Section 199A Tax Reform Calculator for Your Use

The new 20 percent tax deduction under new tax code Section 199A has many nuances based on your type of business, taxable income, qualified business income, wages, and depreciable property. Here you have an easy-to-use Section 199A calculator that takes away the pains of manually computing your possible benefits.

Tax Reform Creates an Unfounded Desire for the C Corporation

Has tax reform created a need for you to switch your S corporation to a C corporation? You will find the answer here. Also, you will find it interesting to see how we make the comparison easy with the chart in this article.

Tax Reform: Wow, New 20 Percent Deduction for Business Income

The new 2018 Section 199A tax deduction that you can claim on your IRS Form 1040 is a big deal. There are many rules (all new, of course), but your odds as a business owner of benefiting from this new deduction are excellent.

Tax Reform Sticks It to Doctors, Lawyers, Athletes, Traders, and Others

The new Section 199A deduction is a very nice tax break for business owners, except for owners with high income who also fall into the out-of-favor group. In general, the out-of-favor group includes lawyers, doctors, accountants, tax professionals, consultants, athletes, authors, security traders, actors, singers, musicians, entertainers, and others.

Tax Reform: Entity Choice—Proprietorship or S Corporation?

Will your business operation create the 20 percent tax deduction for you? If not, and if that is due to too much income and a lack of (a) wages and/or (b) depreciable property, a switch to the S corporation as your choice of business entity may produce the tax savings you are looking for.

Tax Reform: Will Section 199A Phase In or Phase Out Your 20 Percent Deduction?

If your pass-through business is an in-favor business and it qualifies for tax reform’s new 20 percent tax deduction on qualified business income, you benefit at all times, including being above, below, or in the expanded wage and property phase-in range. On the other hand, if your business is a specified service trade or business, it is in the out-of-favor group and you benefit only when you are in or below the phaseout range.

Update: 2018 Health Insurance for S Corporation Owners

In IRS Notice 2015-17, the IRS allowed S corporation owners in 2014 and 2015 to avoid the $100-a-day penalties on S corporation reimbursements of individually purchased health insurance and on providing insurance for the owners only. But 2016, 2017, and 2018 are new years, so what is that status now?

A Tax Break for American Builders—Including You (Yes, You)

You may not think of yourself as a manufacturer, but you might nevertheless qualify as one under tax law. There is a deduction for manufacturing that applies to a much broader array of activities than most people realize. There’s no catch and no recapture associated with this deduction—it’s just extra cash for your wallet. Find out if you qualify.

Update on Health Savings Accounts (HSAs)

Health savings accounts (HSAs) have gained substantially in popularity since enactment of the Affordable Care Act. Tax-wise, the HSA has some great features such as tax-deductible contributions, tax-deferred (even tax-free if used correctly) growth, and possible retirement benefits.

Q&A: S Corporation Distributions in Retirement

A business owner accumulates earnings in an S corporation and takes no distributions or salary. The business owner then retires and wants to draw the funds out tax-free over multiple years. Are there any issues with this strategy?

Don’t Get Surprised by the Related-Party Matching Rule

The related-party matching rule places your business on the cash method for deducting payments to related cash-method payees. You need to know this rule to avoid unexpected tax results. Also, you need to know how the different ownership thresholds apply because one share of stock could make you a related party. Indirect relationships expand the reach of the rule and can create additional surprises.

Buying a Business with Co-Owners? You Need a Buy-Sell Agreement!

If you are buying a business that will include more than one co-owner, you need a buy-sell agreement—period. You have multiple reasons to put the buy-sell agreement in place and not one reason not to have a buy-sell agreement. But when you start to put the agreement in place, you need to consider the planning strategies in this article.

Q&A: Back Up Your Claim That You Can Reimburse Depreciation

One of our tax professional subscribers disagrees with the S corporation being able to reimburse the owner-employee for depreciation of the home office. She asked whether we can back up our claim that depreciation is reimbursable.

Flowers, Fruit, Books: Tax-Free Fringe Benefits You Have to Like

It’s about as good as it gets when you see the words “tax-free” in the tax law. Under the de minimis fringe benefit rules, your business deducts the cost of giving you or your employees flowers, fruit, books, and similar property under special circumstances. The recipients—you or your employees—receive the de minimis fringe benefits tax-free.

Buying a Business: Due Diligence Is Critical

You generally buy an existing business because you believe that the existing business represents less of a risk than starting a new business from scratch. That may be true. And you help make that true when you do your due diligence.

LLC Operating Agreements—Get One If You Don’t Have One

Each state’s LLC act provides default rules for governing your LLC and the members’ rights and responsibilities. Odds are they don’t provide what you want. Luckily, the defaults can be overridden by an operating agreement.

Buying a Business? Tax Planning for the Noncompete Agreement

When you buy a business, you probably don’t want the former owners competing with you—at least not for a while. To prevent the competition, you generally enter into a noncompete with the former owners. This has tax implications that you need to consider.

Six Tax-Deduction Concerns about Renting My Home to My S Corporation

Last month we explained how an S corporation could rent the sole shareholder’s personal residence for 14 days or less, obtain a tax deduction for rent, and create tax-free income for the shareholder. An enrolled agent raises six issues that he thinks could negate this free-rent strategy. Learn what the issues are and why the strategy really does work.

Achievement Awards Are a Great, Tax-Free Way to Reward Employees

If you have employees who have worked for your business for years and years, you might be thinking of buying them something as a way of showing your appreciation. If you follow a few rules, you can make those presents “employee achievement awards”—and thus tax-deductible for the business and tax-free for the employees. (Depending on how you operate your business, you might even qualify as an employee eligible for the tax-free award.)

Buying a Business: Tax Benefits from Including Debt in Your Corporation’s Capital Structure

When you are looking to buy a business and then operate that business as a C corporation, you should consider the tax benefits you can realize by creating debt as part of the corporate capital structure. If you do this, you need to put the debt in place so that the IRS will respect the debt as debt and not treat it as equity.

Tax-Free Income from Rental of Home to C or S Corporation

Do you operate your business as an S or C corporation? If so, have you considered renting your home to your corporation for corporate meetings and perhaps the annual holiday party for employees? You should. Why? If you do the rental right, the corporation deducts the rent, and you receive the rental income tax-free.

Avoid Lost Deductions When Corp. Vehicle Is in Your Personal Name

Do you operate your business as a corporation but own the vehicle you use for the corporate business in your personal name? If so, to avoid losing your rightful deductions, you need to have the corporation reimburse you for business use. The corporation can use one of two methods for the reimbursement.

Lock in the Home-Office Deduction for Your S Corporation

The home-office tax deduction provides tax savings to business owners. It turns otherwise nondeductible personal expenses into valuable business deductions. When tax law taxes your business as a proprietorship, you simply deduct home-office expenses on Schedule C. But when you operate your business as a corporation, you face special rules to achieve the same benefits.

How to Buy a Target’s Stock and Treat the Deal as an Asset Purchase

When you can buy the target’s stock and treat the deal as an asset purchase, you have a real possibility of bringing tax-benefit smiles to both you and the seller. So if you are buying a business, make sure you know when the tax rules allow you to buy the stock of the target and treat that stock purchase as the purchase of the target’s assets.

Blueprint for Employee-Spouse 105-HRA (Health Reimbursement Arrangement)

The 105-HRA is the medical reimbursement plan you likely want to use if (a) you report your business income and expenses on Schedule C of your Form 1040 and (b) you can make your spouse your one and only eligible employee. Also, if you are single and operate your business as a C corporation, and if you are the one and only eligible employee of your C corporation, the 105-HRA is the medical reimbursement plan for you.

Don’t Defeat Your S Corporation by Paying Yourself on a 1099

Do you pay yourself on a 1099 for the work you do in your S corporation? Why wouldn’t you, right? It makes life so simple. No payroll taxes to deal with, no withholding deposits, and no payroll services to pay for. Stop right there! Your simple life is about to get very complicated unless you make a change right now.

Create a Business Partnership Tax-Free

You’ve decided to create a partnership for a new or existing business. Good news: forming a business partnership is usually tax-free. But you must meet the basic requirements for a tax-free formation, and you need to avoid the situations that cause you to owe taxes on the transfer of property.

Self-Rental Trap Still Costing Business Owners Tax Dollars

Business owners continue to get caught in the complex rules of the self-rental trap. A recent case taken from the Tax Court to the Fifth Circuit shows how business owners can get into tax trouble with self-rentals. But with proper tax planning and possible use of special rules called “grouping,” you can minimize and even eliminate the tax cost of the self-rental trap.

Tax Secrets of Buying a Business That Owns Intangible Assets

When you buy a business, you have much to consider. As you learned in prior articles, you need to consider the type of entity that owns the business and the type of entity you will use to operate the business. On top of that, every asset of the business you are going to buy impacts your tax results. In this article, you see how this all comes together and what you need to do to get the best results.

Special Needs Education Can Qualify as a Business Expense—Here’s How

Sending a child to a special needs school can be an onerous financial burden, with some tuitions reaching even $100,000 per year. Tax law lets you deduct tuition and other related costs as medical expenses, but you need to know which expenses qualify and how you should deduct them. This article shows you not only how to qualify but also a possible best way to maximize those deductions.

Choosing the Right Entity for a Newly Acquired Business (Part 3)

When setting up your new or acquired business, you and your co-owners should consider the multi-member LLC, another form of LLC, or the straight-up partnership. This is the last article in our three-part series on the “choices of entity” for a newly acquired business. Make sure to consider the options in this article if you are acquiring or starting a business with more than one owner.

Q&A: Who Should Own the Business Car: Corporation or Individual?

 

S Corporation Net Loss? Don’t Suffer a Surprise Salary

Tax law requires your S corporation to pay you, the owner-employee, reasonable compensation for the work you do. But what about in a year when your corporation has a loss? Does a lack of net profits absolve you from the obligation to pay yourself a salary?

Buying a Business: How to Make Tax-Smart Price Allocations

When you are buying a business, you want to buy not only at the right price, but also in a manner that keeps your taxes as low as possible. If you structure your deal as an asset purchase, you can use tax-smart price allocations that give the best tax result. And you likely want to include a stipulation in the purchase agreement that can reduce your chances of an IRS audit.

Buying a Business: Should You Buy Ownership Interest or Assets?

When buying a business, you face many decisions. One such decision is whether you should buy the assets of the business or the ownership interest. Here, you have both legal and tax issues to consider. Also, depending on the entity you are looking at buying, the ownership purchase option may not be available.

Choosing the Right Entity for a Newly Acquired Business (Part 2)

In this part 2 article on choosing the right entity for your newly acquired business, you learn how the three possible corporations work and the advantages and disadvantages of each. In part 1, published last month, you learned about proprietorships and single-member LLCs taxed as proprietorships.

Choosing the Right Entity for a Newly Acquired Business (Part 1)

When you start a business either from scratch or by purchase, you need to consider the business entity in which you will operate. In this article, we discuss the sole proprietorship and the single-member LLC as possibilities. Both of these entities offer income tax simplicity.

Start-ups: New Bang for R&D—Save More as an S Corporation

Small start-up businesses have an unprecedented new way to save money, and it does not involve income taxes. The new way to save money is on your payroll taxes. How? By applying research and development credits to your payroll tax bill.

Q&A: Net Investment Income Tax on Personal Goodwill

 

Selling Your Business: Be Prepared to Meet Buyer’s Due Diligence Requirements

Whether you sell the assets of the business or your ownership interest, you can expect the buyer to check things out before signing off on the deal. This is called due diligence. And there are various aspects of due diligence, depending on the type of sale you are making and the buyer’s needs.

Selling Your Business: Zero-Basis Receivables; Self-Created Goodwill

You have special tax-planning considerations when you sell a business that has zero-basis receivables and/or self-created goodwill. If you operate as a C corporation, you need additional planning because of double taxation. And the good news is that planning helps reduce the tax burden.

Tax Court Puts Personal Service Corporations on Notice for Bonuses

Personal service corporations pay taxes at a hefty flat tax rate of 35 percent. As a result, many personal service corporations pay their shareholder-employees year-end bonuses to zero out the taxable income. A recent court case put the kibosh on this for a law firm and should put you on notice.

Q&A: Two More Reasons to NOT Rent Equipment to Your Corporation

 

Sell Home to S Corporation and Then Make It Rental Property

Take advantage of the government’s tax-free $250,000 home-sale-profit exclusion ($500,000 if married) by selling your home to an S corporation that you establish. This gives you two things: (1) tax-free income and (2) a step-up in basis for the rental house.

Tax Tips for Tax-Free Disability Income and Deductible Premiums

Tax law grants tax-free income status to the proceeds you receive from income replacement disability insurance policies. You pay a price for this tax-free income: You may not deduct the premiums. Special treatment applies to overhead disability, and there’s also special treatment for S corporation payments on behalf of “more than 2 percent” shareholders.

Rent Equipment to Your Corporation; Qualify for Section 179 Expensing

Renting equipment to your corporation requires knowledge of the tax laws. If you as a non-corporate lessor want Section 179 expensing, you need to comply with three special rules. If you can’t comply, you may obtain the benefits of Section 179 in other ways as we explain or simply stay with the rental without using Section 179.

Selling Your Business Using a Contingent Price (Earn-Out) Deal

When you sell a business, you and the buyer may structure a contingency that can vary the selling price. The tax code gives you three basic reporting possibilities for contingent prices, and, of course, the three possibilities give you planning opportunities.

Q&A: Professional Association (P.A.)

 

Don’t Get Crushed by Assigning Income to Your S Corporation

Using an S corporation to avoid self-employment taxes is a terrific strategy. But things can go very wrong if you use it the wrong way. When you earn income as an individual and then assign that income to your corporation, the IRS will make you regret the day you implemented that strategy.

Selling Your Business: Sell Corporate Stock as an Asset Sale

If you are selling your S or C corporation, you have plenty to think about. And of course, the buyer has much to think about too. By using an election in the tax code, you and the buyer can get on the same page so you can sell with one level of taxation and also give the buyer what the buyer wants most—a step-up in basis of the assets acquired.

Selling Your Business: How to Make Tax-Saving Price Allocations for an Asset Sale

2015 Last-Minute Year-End Retirement and Medical Tax Deductions

When you get busy with your business, it’s easy to forget about your retirement accounts and medical coverages and plans. But year-end is approaching, and now’s the time to take action to cut your 2015 taxes. This article gives you six action steps for 2015 that can help you reduce your taxes and pocket extra money.

Captive Insurance: Huge Tax Shelter

Do you have significant insurance needs? If so, the captive insurance company might save you money on your insurance, create a nice tax shelter, and produce a pile of cash. To achieve this agreeable result, you have to follow the rules and consider the tax code safe harbors.

Danger with Business Credit Card

You can make your tax life easier with a business credit card—but only if you use that business credit card correctly for tax purposes. For example, charging an expense to a credit card does not make it tax deductible. You need more proof. And you could create a type of double jeopardy if you operate your business as a corporation.

Paying for College

Here’s a handy-dandy strategy for getting some money to your college student to help him or her pay for school. Have your child engage in an activity that’s not subject to self-employment taxes. If you operate your business as a corporation or your child is age 18 or older, this is a great college funding tool that you need to consider.

Renting Property to Your Business? Avoid This Trap That Destroys the Tax Deduction

Do you rent property to your business? Under the self-rental rule, you could forfeit your expected tax breaks and end up on the hook for unexpected taxes. This is true even if you create a separate entity to rent the property to your business.

Q&A: Oops! How Do I Correct My Missed S Corporation Election?

 

How to Treat Your Coin, Stamp, and Baseball Card Activities

Tax law places your collectible activity in one of four tax categories: (1) hobby, (2) investment, (3) trader, or (4) dealer. This means your collectible activity can, depending on category, trigger the AMT, capital gains, and self-employment taxes. When you know the rules that place you in these categories, you can make adjustments. Sometimes the adjustments are easy; at other times, they require rethinking the collectibles activity.

Q&A: 1099 Proprietor—Should I S Corp. or Not?

 

Selling Your Business: Should You Sell Your Ownership Interest or the Business Assets?

If you are selling your business, you likely want minimum taxes and no exposure to business-related liabilities once the sale is completed. That’s what this article is about. In an asset sale, you see types of taxes and opportunities that make the asset sale work to your advantage. In a stock sale, you likely get tax-favored capital gains, but you may have to give up something to the buyer.

Converting a C corporation to an S corporation: Save Thousands by Avoiding the “BIG” Tax Problem

If you want to convert your C corporation to an S corporation, you need a plan. No plan, BIG tax. The BIG tax means the tax on built-in gains at 35 percent. But it’s worse than that, and bigger than that, because after the 35 percent tax payment, you continue to pay at your regular tax rates on the remaining 65 percent that flows from your S corporation to you. This is torturous double taxation. So make a plan to avoid as much torture as possible, perhaps all of it. This article helps you with that plan by showing you four strategies that you can use.

Selling Your Business: It Might Be Worth More Than You Think, and the Tax Implications Are Probably Crucial

You need to know a number of tax rules when it comes to selling your business. For example, you likely want tax-favored capital gains, but your buyer may not like that idea, as it cuts into the buyer’s tax deductions. This article is the first in a series of articles on selling your business, and it will help you understand how this process is going to work.

Three Easy Steps to Deducting All Your Health Insurance Premiums as an S Corporation Owner

If you are an S corporation owner, you can get a full deduction for your health insurance premiums—despite Obamacare and even if your S corporation provides zero health benefits to non-owner employees. You have to follow a few steps to qualify for this deduction, but that’s a piece of cake once you know the rules.

Did You Miss Your S-Corporation Election Deadline—and Thousands in Employment Tax Savings? No Worries—Do It Now!

If you want to file your taxes for last year (2014) as an S corporation for the first time, you might be surprised to discover that the deadline to elect S corporation status has long passed. But if you didn’t file your election in time, don’t despair. By following the rules in this article, you can retroactively create your S corporation well after the deadline and get the full benefit of your tax savings.

How S Corporation Owners Can Cut Taxes by Keeping a Lid on Their Salaries

The number one way for S corporation owners to pay fewer taxes is to set the right salary. To do this, you want to find the salary sweet spot—an amount that is low enough to save you taxes but high enough to satisfy the IRS and not create a risk of audit. This article summarizes the important cases and rules you need to know in order to determine the right salary for your business.

How to Escape Payroll Taxes on S Corporation Health Insurance

Would you like to avoid payroll taxes on your S corporation’s inclusion of the cost of your health insurance on your W-2? You can. First, you and your S corporation can take advantage of one of two safe harbors. If you don’t qualify for a safe harbor, you can go back to a law originally enacted in 1939 and claim that you are in a separate class of employee exempt from payroll taxes on the health insurance fringe benefit that your S corporation gave you. And then if all else fails, you can pull out the IRS’s own publication and its online assistance and insist that the IRS follow them, even though they’re legally incorrect.

S Corporation Owner’s Path to Health Care under Obamacare

If you are an S corporation owner and you buy health insurance for yourself or your family, you need to follow the IRS rules described in this article in order to protect your tax deductions for the health insurance premiums. You also learn how to escape the Obamacare penalties for group health care even if you discriminate against your employees.

The Best Way to Pay for Group Health Insurance

If you want to cover your employees with group health insurance but worry that the price tag will skyrocket your budget, you need to read this article. You will learn how to limit your annual cost and provide tax breaks to employees for their share of premiums. By following some or all of the strategies, you can drop your after-tax cost of group health insurance coverage.

Don’t Let Losses Disappear When You Liquidate Your S Corporation

You can create losses without selling assets when you liquidate your S corporation. But be warned: you first need to know exactly how the gains and losses are going to flow. In this article, you see the hurdles erected by lawmakers and the IRS. You learn what you need to know. With this knowledge, you can plan. That plan might include or exclude liquidation. It depends on where the liquidation chips fall.

The Right Way to Ask Your S Corporation for Travel Reimbursements

When you operate your business as an S corporation or a C corporation, you first need to remember that the corporation is a separate legal entity. If you incur travel expenses on behalf of the corporation, those are corporate expenses. You either need an agreement saying you can deduct the expenses personally or that you will submit the expenses for reimbursement. One of these two choices is really bad.

Tax Deductions for Personal Car Used for S Corporation Business

Let’s say you operate your business as an S corporation but use a personal car for corporate business. To create the proper tax deductions, the right way to handle this situation is for the S corporation to reimburse you using one of two tax law-approved methods.

Incorporating Your Proprietorship

When you incorporate your business, you have to decide which assets you want to contribute to your new corporation and which you want to keep in your own name. For some assets, you get better tax benefits and better liability protection when you don’t transfer them to your corporation.

Buying a Business? Protect Your Investment and Deduct It, Too

When you buy a business, buy the assets—not the stock. The assets will significantly increase your tax savings in the early years of your new business. This article gives you the nuts and bolts of buying a business. It even explains how you can buy the stock of the target corporation and treat the stock purchase as an asset purchase.

S Corporation Tax on Built-In Gains Is Trouble

Are you thinking of converting your C corporation to an S corporation? If so, you need to examine how the built-in gains tax can create trouble for you. Of course, once you know some of the trouble, you can find ways to mitigate it, and if you are patient, you can totally avoid it.

Good-bye, S Corporation; Hello, C Corporation or Proprietorship

Tax rates are changing. You completed a side-by-side comparison of your S corporation with other entities, and you decided that it’s time to convert that S corporation to a C corporation or a sole proprietorship.

Avoid These Common Mistakes When Converting to an S Corporation

Are you thinking of converting your business to an S corporation? The IRS will be watching you closely. Learn to avoid the common mistakes that many business owners make.

Make Your Section 105 Plan Work in Retirement

Let’s say that you have the Section 105 medical reimbursement plan in place that benefits you and your family. What happens if you or your employee-spouse retires? Here’s good news. With planning, your Section 105 plan can continue into retirement.

Escape the Lobster Trap of Corporate Tax

You might simply file a form to convert your business from a corporation to a sole proprietorship, but this simplicity can trigger unexpected taxes galore. Don’t let the taxes surprise you. Evaluate the tax costs. See if the conversion works to your best financial advantage. Also, make sure to examine tax law’s three special tax-benefit techniques available to small-business owners.

Oops! Loan Guarantee Sinks Self-Directed IRA

Taxpayers get into a self-directed IRA to achieve investment returns larger than they can achieve with conventional IRAs. Whether that works out or not is the investment side, but another big issue is the tax side. In this court case, the taxpayers learned that they destroyed their self-directed IRA on the first day. Thus, during the six years this self-directed IRA operated it did not exist under the law. This put the IRA owners on the hook for taxes and penalties.

Fatal Error Makes Management Service Firm Fail as a Tax Strategy

Would you like to find more tax deductions for your business? This taxpayer created an ESOP as one way to gain more tax benefits from his business. He also created a management services corporation to provide services for his existing corporation. But he made one common and most tragic error. He just did not do the work.

Tax-Deferred Exchange of C Corporation Stock? Yes, It’s Possible

How would you like to buy a small business, sell it at a huge profit, and defer the taxes as if you had completed a tax-deferred exchange? You can. It’s not a Section 1031 exchange. But it can give you the same exact tax deferral that you can achieve with a Section 1031 exchange. You find this great benefit in Section 1045 of the Internal Revenue Code.

Ouch! Vehicle Totaled! Tax Benefits to Know

If you wreck your business vehicle, you will like the involuntary conversion rules that allow you to defer any taxable gain, providing you replace the vehicle within two years. This is true regardless of how you operate your business, corporation, or proprietorship.

How Your S Corporation Gets Tax Deductions for the Corporate Car

Do you operate your business as a corporation? Does the corporation own the business car? Do you drive the corporate-owned car or other vehicle for personal purposes? If so, you need to know how the IRS treats your personal use and what that personal use does to the corporate tax deductions.

Tax Deduction for Parking at the Office

Do you own your business? Do you pay parking for yourself? An employee? If so, you need to know how the tax-free fringe-benefit rules for parking work, as explained in this article.

Tax-Free Rental of Home to S Corporation

Do you operate your business as an S or C corporation? If so, have you considered renting your home to your corporation for corporate meetings and perhaps the annual holiday party for employees? You should. Why? If the rental is done right, the corporation deducts the rent, and you receive the rental income tax-free.

Clarifying Flow Chart for S Corporation Health Insurance

The flow chart in this article helps you visualize what needs to happen at the S corporation for the owner-employee to get any tax benefit from health insurance. The tax rules are not what you would call logical, but the flow chart clarifies the rules and gives you the path to follow to ensure your tax deductions.

S Corporation? Beware of Ugly Tax Rules on Your Health Insurance

When you operate your business as an S corporation, you run into some weird tax-deduction rules, like those that apply to health insurance. For example, the S corporation may not deduct the cost of your health insurance as an employee-owner fringe benefit. Then, if you pay for the health insurance personally, you may not personally deduct the cost of the health insurance as a self-employed individual. Tax law has you in a classic catch-22. But there is a workaround that’s very straightforward and beneficial as described in this article.

Retirement Plan Design When You Have Employees

Employees complicate your retirement plan design, but you have many design options. This article takes you through six plan designs that open your eyes to the many possibilities you have to ensure that you get from your retirement plan the maximum retirement benefits you want.

Cashing In on Your S Corporation’s Profits

Are the S corporation dividends (technically distributions) taxable? If so, how does that work on my personal tax return, and how do I then get the money out of the S corporation?

Creating Tax Deductions for an Entertainment Facility

Tax law picks on “entertainment facilities” and makes them difficult to deduct. This is where tax planning comes in. With good tax planning, you can create deductions for your entertainment facility.

Avoid the Section 179 Gotcha When Renting Equipment to Your Corporation

If possible, you want to take money from your corporation in some form other than salaries and wages, on which you pay payroll taxes. One such tactic, the lease of Section 179 personal property to your corporation, can accomplish this, but it rubs against one big gotcha and two steep hurdles. This article shows you how to avoid the gotcha, avoid the hurdles, and get the result you want.

401(k) Reduces Penalty on Social Security Benefits

When you draw Social Security benefits before you reach full retirement age, you lose 50 cents on the dollar for each dollar that exceeds the earnings limit. With respect to the earnings limit, you find both good and bad news in 401(k) contributions.

Shellitos Win Their Section 105 Medical Reimbursement Plan Deductions

Good news. As you may remember from our previous article, the 10th Circuit Court of Appeals sent the Shellito case that involved a Section 105 medical reimbursement plan back to the tax court. We report in this article good news: The tax court reversed its original decision and granted the Shellitos their deductions. Most importantly, this reversal adds clarity to making your Section 105 medical reimbursement plan work.

New Rules Reveal Six Ways to Lower Taxes on Your Personal Use of Your Corporation’s Airplane

Do you own an airplane? If not you, how about your corporation? This month, we are writing about the new IRS regulations that govern your use of your C or S corporation’s aircraft. In this article, you will find more than a half dozen strategies that you can use to minimize the tax bite caused by personal use of your corporation’s aircraft.

Six Answers to the Home-Office Deduction for the S Corporation Owner

Do you operate your business as an S corporation? If so, how does the home-office deduction work for the employee-owner? Here are six answers that the S corporation owner needs for the home-office deduction. One of the six answers gives you ideas on how you can comply with the “convenience-of-the-employer” test.

Buy the Building, Rent It to Your Business, Avoid the Self-Rental Trap, and Create Legal Protection with Tax-Deduction Shelter

As you know from last month’s article, the self-rental rules can catch you unaware and alter your rental property tax benefits. You can solve the self-rental problems by eliminating the rental and having your business own the building. That’s one solution. This article gives you a second solution that you might like better. Here, we show you how to qualify for a special election that allows you to treat your rental and your business as one activity for federal tax purposes. This can give you the best of both worlds: (1) legal protection and (2) tax shelter.

Legal Structure to Save Taxes for the Husband-and-Wife Business (Part 2 of 2)

If you and your spouse work together in your business, you need to know the rules of the road for owning and operating your proprietorship, limited liability company, or corporation. In part 1 of this article we discussed how you can save both self-employment and income taxes with the right mix of income and employee status of your spouse. In this part 2, you learn what you need to do to ensure that your operating business entity allows you to achieve the benefits of part 1.

Renting the Office to Your Business Creates a Self-Rental Trap That Crushes Tax Deductions

When you rent to a business in which you and/or your spouse work 500 hours or more, you engage in a self-rental that limits your loss deductions and taxes your profits. In other words, you get tax law’s double whammy. There is one solution to this problem.

Section 105 Plan for Unmarried and Same-Sex Couples

CPA subscriber points out that for the Section 105 medical reimbursement plan to work, marriage is not required.

Legal Structure to Save Taxes for Husband-and-Wife Business (Part 1 of 2)

Your husband-and-wife business may already be a success. That’s great. Now, with a little tax planning for the husband-and-wife business, you can increase your after-tax profits and sleep better at night knowing that your business form is good.

W-2 Mortgage Loan Officer Avoids AMT with Employee Business Expense Deductions on Schedule C

The W-2 mortgage loan officer in this tax case beat the alternative minimum tax (AMT) by winning his claim that, in spite of his W-2, he was an independent contractor who should report his business expenses as a proprietorship on Schedule C of his Form 1040.

Should Your S Corporation Have an S Corporation Subsidiary?

You might want your S corporation to own an S corporation of its own (QSub). Tax law treats the QSub as if it doesn’t exist for income tax purposes, but treats it as a separate entity for employment tax purposes. On the legal side of the equation, you have two separate corporations with two sets of legal protections.

Better Deductions for Long-Term Care Insurance Costs

Because you are in business, you likely have the opportunity to improve your tax deduction for long-term care insurance. In fact, you might achieve a 100 percent deduction. If you are married, the 100 percent deduction can include your spouse.

S Corporation Pays Zero Salary to Owner

You might justify a zero salary to the owner of an S corporation in the right circumstances. But there are some pitfalls, particularly if your purpose is to avoid payroll taxes. Further, and this is often overlooked, state law can come into play on the zero-salary game.

Is the S Corporation the Best Tax-Deduction Entity for Your Business?

To know if the S corporation is the best choice of entity for your business, first you need to consider three advantages and nine disadvantages. Next, you need to take the S corporation advantages and disadvantages that apply to you and get a bottom-line number comparison with your second choice for an operating entity. In this way, you can make a logical choice, knowing that your best choice will stay with you for a number of years and let you pocket more after-tax cash while you sleep better at night.

Corporations Beat Proprietorships in Tax Deductions for Cell Phones

Do you operate your business as a corporation, an LLC, or a proprietorship? Your choice of entity impacts a variety of tax deductions, and now the cell phone creates a win for the corporate owner and a loss for the proprietorship and the single-member LLC.

Tax Rules for Section 105 Plan with Multiple Businesses

When you and/or your spouse own more than one business, you must look at all businesses as one business when applying the Section 105 medical reimbursement plan discrimination rules. If you are blocked by the discrimination rules, consider discriminating in health insurance coverage to your benefit.

16 Tax Deduction Targets to Increase Your Business Car, SUV, Truck, and Van Deductions

This article has 16 tax-deduction targets that you can use to increase your business car, SUV, truck, and van deductions. You don’t need to buy any new vehicles to get the benefits. You simply need the knowledge as laid out here.

Professional Corporation as a C Corporation Is a Personal Service Corporation

If you incorporate your personal service business, you face the personal service corporation tax rates, where tax brackets do not exist and the 35 percent flat-tax rate applies.

IRS Now Says No Payroll Taxes on Family Employment in a Single-Member LLC

The IRS admits that its regulation that made the single-member LLC a corporation for payroll tax purposes is unfair to small business family employment. To right this wrong, the IRS allows the single-member LLC to use the family employment rules to exempt FICA and Medicare taxes retroactively to January 1, 2009. The regulation granting this change expires on or before October 31, 2014.

Single-Member Limited Liability Company (LLC) as Choice of Entity

In the right circumstances, the single-member limited liability company (LLC) gives you corporate liability protection combined with easy Schedule C (proprietorship) rules for your tax return. In this article, you learn the two tax advantages and two tax disadvantages to the single-member LLC.

How to Find Your Best Tax-Deduction Business Entity

Is your business entity the best tax-deduction business entity for you? Do you need liability protection? How do the different entities produce different tax deductions? If you are looking for answers to these questions, this article is for you. Also, the article contains one sure way to select the best business entity for you.

Tax Law Prohibits the Assignment of Income to Your S Corporation

If you want to operate your business as an S corporation, you need to recognize that the S corporation is a separate legal entity and that you are an employee agent of that corporation. You also need to ensure that the S corporation is the earner of the income. You may not assign your income to your corporation.

Use Business Tax Deductions to Build Your Child’s College Fund

Your business ownership creates an opportunity for a tax plan that can give you tax deductions for hiring your children and can give your children tax-free income. But your tax plan does not stop there. Your children might start Roth IRAs where they can invest their tax-free income in a college fund. Done right, as described in this article, the government pays you for your help with this plan.

The One Best Way to Claim a Home-Office Tax Deduction for the Owner of a Corporation

How does the owner of a corporation claim a tax deduction for an office in the home? Rental is not the best method. Deducting employee business expenses as miscellaneous itemized deductions is not the best method. The best method is to use an accountable plan, as you will learn in this article.

Tax-Deductible Business Expansion Beats Capitalization

Tax-deductible business expansion beats both capitalization and start-up expense classification. Capitalization basically means no tax deduction until you get out of the business. Start up means you can deduct up to $5,000 and then must amortize the remaining start-up expenses over 15 years.

Buy a Business? Your Thoughts Start Up the Tax Deductions!

If you are looking to buy a business individually, this article explains the tax deductions you achieve when you begin to think about the business you want to buy. If your corporation is going to buy the business, this article explains how to apply the process of thinking about it to the corporation. The rules for buying an existing business are different from those explained last month for creating a business from scratch.

Roth IRA Owns Foreign Sales Corporation

The Roth IRA is tax advantaged. The foreign sales corporation also is tax advantaged. Imagine putting the tax-advantaged foreign sales corporation inside a tax-advantaged Roth IRA. That’s what happens in this article.

Does the Proprietorship Exemption from Payroll Taxes Apply when the Owner of a Single-Member LLC Hires His 15-Year-Old Child?

The single-member LLC is a disregarded entity for federal income tax purposes, but a corporation for employment tax purposes.

Don’t Use Your Corporation as Your Personal Piggy Bank

Giving money to and taking it from your corporation needs an audit trail and paperwork to ensure proper treatment. If you operate without the formal paperwork and without the proper logging of entries, you can have unexpected and unwelcome experiences with the IRS and the courts.

Roth IRA Owns a Domestic International Sales Corporation (DISC)

The self-directed IRA is not a common sight, but it is even more uncommon, almost rare in fact, for the self-directed IRA to have an interest in a tax-advantaged domestic international sales corporation. This article gives insight into what’s possible with a self-directed IRA.

How to Audit-Proof the Owner’s S Corporation Salary

Setting the owner of an S corporation’s salary so that the owner saves money on self-employment taxes requires attention to some details. This article shows how a CPA with S corporation earnings of $246,000 had a reasonable salary of $91,000 according to the IRS. If you follow the principles used by the IRS to identify the $91,000 salary, you build audit-proof support for the salary.

Is Your Corporate Veil in Place?

When you operate your business as a corporation, you need to pay attention to the details if you want the corporation respected by the IRS. If you fail in the details, your corporation could lose its status as a corporation and cause you big trouble.

The Best Small-Business Retirement Plans: Part 1

This is the first in a series of articles on retirement plans for small-business owners. In this first article, you learn the basics. Why should you have a retirement plan? When should you start contributing to your plan? What types of plans are available to you? Regardless of the type of business entity—proprietorship, LLC, S corporation, or C corporation—this article gives you the basics you need for a quality retirement plan.

Tax Lawyer Is an Employee, Not an Independent Contractor

Learn why it is important to get the independent contractor classification correct. If your supposed contractor status is in reality employee status, you suffer major penalties.

Tax Tips for the S Corporation’s Fringe Benefit Realization

Tax law creates trouble for selected fringe benefits that the S corporation gives to a more than 2 percent shareholder. The loss of benefits and accompanying complications are factors to consider in the selection of the S corporation as your choice of business entity.

Tax Tips to Save Your Social Security Benefits

You might think that you are entitled to your Social Security benefits. In fact, that would be logical. Unfortunately, however, it’s not true. You need to plan your benefit collections, or you could lose a huge chunk to taxes.

Tax Tips for Owners of Multiple Businesses

Revenue Procedure 2010-13 requires disclosure of the business and rental groups you form to avoid the disallowance of losses under the passive-loss rules. At first glance, you might think, “Oh, no, not more disclosures.” But further examination shows an audit-proofing aspect to this disclosure that is most appealing.

Tax-Free Supper Money Tax Tips

Do you provide supper or other meal money when you require your employees to work overtime? If so, is the meal money a tax-free fringe benefit or is it additional W-2 compensation to the employees?

Tax-Free Lunches for Employees

Under the right circumstances, you can provide tax-free lunches to your employees. That’s nice. But what about you? How do you, the business owner, qualify for this tax-free fringe benefit?

12 Last-Minute Tax Tips Not Related to Vehicles for 2010

This issue contains 21 last-minute tax tips that you can use for 2010. We broke the tips into two articles: one for vehicles and one not related to vehicles. This article contains 12 last-minute tax tips that are not related to vehicles.

Tax Tip: Advance Account Shows That Incorporation Is Not for Everyone

To operate successfully as a corporation, you need to be good at paperwork. Also, you may not treat the advance account on the corporate books as your personal slush fund.

Did S Corporation Low Salary to CPA Owner Doom Tax Strategy?

The CPA in this court case operated as an S corporation with a low salary. The low salary got the IRS’s attention. To salvage bigger things, the CPA had to take the IRS to court

Reimburse Corporate Owner-Employee for Depreciation

If you operate your business as a corporation but own the business car personally, your best result comes about when you have your corporation use an accountable plan to reimburse you for actual expenses, including depreciation and Section 179 expensing.

Tax Tips for S Corporation Employing Owner’s Mom

When your S corporation employs a relative, you need to be aware of the stock attribution rules that can wreak havoc on the health insurance fringe benefit.

Tax Tips for the Real Estate Investor/Dealer

Tax law allows an individual to be a real estate dealer with respect to his dealer properties and a real estate investor with respect to his investor properties.

Tax Savings Trap Crushes S Corporation Owner’s Expenses

Poor planning for the S corporation owner’s business expenses can cost the owner every penny of his deductions.

How the New Health Care Law Treats You, the Owner of a Small Business

The new health care law grants a nice tax credit to business owners who cover their employees. How about the owners themselves? Lawmakers did them no favors, but one group of proprietors might catch a break.

What Is the Unpardonable Sin in an IRS Audit?

Should you or your corporation be unlucky enough to face an IRS audit, there is one record that stands out as critical to your audit health. If you are missing this one record, the IRS audit can quickly expand to other areas of your tax return.

Reasonably Low Salary for S Corporation Owner

The zero salary strategy is getting hammered by the IRS and the courts. You need to take a reasonable salary. If your purpose in having the S corporation is to save self-employment taxes, you want that reasonable salary to be audit-proof low.

Cashing Out Real Estate Profits without Section 1031

Section 1031 exchanges are perfect when you are going to stay in the real estate rental or investment business. When it’s time to cash out, you need to look at different strategies that help you avoid taxes and give you cash to spend (liquidy).

Use Safe Harbor to Lock In Capital Gains When You Subdivide Land

Section 1237 grants a safe-harbor to qualified taxpayers who want to subdivide land. The safe-harbor requires the taxpayer to pass seven tests, but then rewards the taxpayer with tax-favored capital gains treatment (versus ordinary income treatment).

Use an S Corp. to Lower Taxes on Subdivision of Land

Good tax planning can avoid ordinary income treatment on the subdivision of land. The planning involves avoiding the partnership entity and using an S corp. for development.

How Many Tax Diaries for Three Businesses?

Tracking and proving deductible expenses for three businesses requires good planning, but this planning can pay you for the effort.

Big Tax Breaks for Hiring Your Child

Tax law favors the son or daughter working for the mother or father in a proprietorship or husband and wife partnership. If you operate your business as a corporation, you also can come out ahead by hiring your child.

Taxpayers Win Loss Deduction on Charter Fishing Activity

To deduct a loss on a charter fishing activity, you must materially participate in the activity. When the activity is organized as an LLC, you have more choices for material participation than a limited partner.

How to Write Off the Investment in a Failed S Corporation

The U.S. government taxes your profits and subsidizes your losses. That’s nice. Not all governments share in the losses.

Tracking Personal and Business Checking Accounts

Computers and programs like Quicken make it easier to track business and personal activities. Even so, there are rules of the road that you should follow to ensure the best results.

How to Dissolve a Corporation

If your corporation is not going to pass the “it earns the income” test, then it’s time to take the steps to dissolve this useless corporation. The secretary of state for the state of incorporation has guideposts for you to follow.

Court Rules Trusts Are Shams

The court made it clear that every taxpayer may properly use the tax law to reduce his or her tax burden, but the use of paper entities that fail the economic reality test does not work.

How Does a Home Equity Loan Work with a Rental Property LLC?

If you are using home equity loan proceeds for your rental property LLC, you need to pay attention to both the legal and tax aspects of that transaction. The legal part is needed for liability protection. The tax part is needed to ensure your tax deductions.

Husband and Wife S Corporation Board Meeting

The Heineman case gives a roadmap to how a husband and wife might deduct the cost of attending a board of directors meeting where they are the only participants. Using the principles enunciated in Heineman, husband-and-wife corporate owners will find deducting the out-of-town board meeting easier than deducting board meetings that occur in town.

Best Entity for Rental Real Estate

The most recent hot entity for real estate ownership is the LLC. The fact that it’s hot does not necessarily make it the best option for you. When considering your choice of entity, examine qualification for single-member LLC status, extra state income taxes, and how this compares with the S or C corporation possibilities.

Social Security with Wages and Business Loss

If you draw Social Security retirement benefits before full retirement age, you face the loss of $1 in benefits for each $2 of earnings over $14,160. Further, when the provisional income on your tax return exceeds $25,000 (single) or $32,000 (married), you must include at least 50 and not more than 85 percent of your Social Security benefits in taxable income. Thus, your receipt of Social Security benefits triggers the need for planning.

Tips to Audit-Proof Your Records

The law gives you no choice but to keep the proper tax records on a timely basis. This is pretty easy when you know what to do. One easy rule to follow is to never commingle your activities in your bank accounts. Both the rule that requires a mileage log and the rule that requires a time log are more difficult, but absolutely essential to proving your deductions.

Husband and Wife 1099s

When husband and wife receive individual 1099s from the same firm, they generally can improve their after-tax cash results by having one spouse earn the 1099 income and having the other spouse work as an employee.

Section 105 Plan Checklist

This is our grand summary of the inner workings of Section 105 medical reimbursement plan. Use it wisely!

Husband-and-Wife Joint Venture Election Does Not Apply to LLCs

The IRS just posted the limits on its website, but there is still one way to elect single-member status. We give you the details and planning strategies.

Individual Proprietorship or Partnership

Even accountants can be wrong about tax law. Learn for yourself the difference between partnerships and proprietorships. See what the law says, and why it’s important.

Husband-and-Wife Business Election

To file for joint partnership of a business, you must attach a written statement to your 1040. There is no official form to use, so we give you an example of what you can say.

Is Your S Corporation Adding to Your Bottom-Line Profits?

The major tax benefit to operating your business as an S corporation is the possible savings on self-employment taxes. As a single-owner or husband-and-wife-owned business, an S corporation might be right for you.

Husband and Wife Joint Venture

The husband and wife who work together must consider the joint venture election if they want the business treated by the IRS the way they think it should be treated.

 

Joint Venture Taxed as Partnership

As a two-person team that splits costs and commissions, these two people are a partnership for legal purposes. They have three choices: file as a partnership, C corporation, or an S corporation.

Real Estate Joint Venture

As a two-person real estate team, these two taxpayers are real estate dealers, according to the tax law. They have two choices: file as a partnership or as an S corporation.

Tax Quiz—Are You a Stock Dealer, Trader, or Investor?

As a person who buys and sells stocks, you will see a huge difference in how the law treats you if you’re a dealer, trader, or investor.

Hiring Children

Hiring your children can be a really good move. If you have a sole proprietorship or a husband and wife partnership, you can save a lot of money in taxes. Be careful, though, with corporations, LLCs, estates, and partnerships.

Assignment of Personal Commissions to His Corporation Crushes Insurance Agent

Assigning your personal commissions to your corporation does not work. In this court case, this insurance agent had unfiled tax returns and unpaid taxes for the years he assigned his 1099 income to his corporation.

Will the S Corporation That Owns Rental Property Terminate with Too Much Passive Income?

At a meeting of landlords, the guest lawyer stated that the S corporation terminates with too much passive income. Many attendees heard this comment incorrectly. The too much passive income termination problem applies to S corporations which were previously C corporations.

IRS Doubles Audits of Sole Proprietors and Independent Contractors

The IRS fulfilled its promise and audited twice as many Form 1040-Schedule C taxpayers and S corporation returns. Your odds of audit vary by both choice of entity and gross receipts in that entity.

Personal Car Used for Corporate Business

When you operate your business as a corporation, you need to reimburse the business use of the personal car as a reimbursed employee expense. The corporation may use either the IRS mileage method or the actual expense method for the corporate reimbursement to the employee-owner.

Letter Requiring Home Office

When you operate your business as a corporation, you claim the office-in-the-home deduction as an employee. The law requires that this employee use be for the convenience of the employer. Generally, you want the convenience of the employer reason in writing.

Selling the Home That Contained the Office the Corporation Deducted

When you have your corporation reimburse your home office as an employee business expense, you treat the home as if you had claimed the office-in-the-home deduction personally.

Corporate Reimbursement of Condo Fees and Mortgage Payments

The corporate reimbursement of the owner-employee for office-in-the-home expenses includes condo fees and mortgage payments.

How the Business Condo Escapes the Tough Tax Rules

The properly used business condo does not run up against the vacation-home, passive-loss, or entertainment-facility rules.

Early Social Security

When you take early retirement and your income is greater than the thresholds, your Social Security benefits are subject to (1) recapture by the Social Security Administration and (2) taxation by the IRS. Tax planning to avoid both benefit recapture and taxation of benefits involves the possible use of an S or C corporation.

New $94,200 Base for Self-Employment Creates Need for Better Planning

In 1935, the self-employment tax topped out at $60. In 2006, the first part of the self-employment tax tops out at $14,413, but the 2.9 percent Medicare part continues after that without limits. Good tax planning for the self-employment tax is like an annuity. It gives you monetary returns—year after year—every year you are in business. So, plan now and consider everything from choice of entity to hiring your children.

Are Corporate Advances to the Owner Loans or Dividends?

To make sure that the IRS will treat the C corporation’s advances to the employee-owner as tax-favored loans rather than tax-penalized dividends, make sure you can answer “yes” to the seven questions.

Home Office for Corporation

The IRS audit manual states: “If you rent all or part of your residence to your employer and use the rented portion when performing services for the employer, you cannot deduct home-office expenses attributable to the rental.” Thus, forget the rental to the corporation and use the corporate-reimbursement-to-the-employee strategy for maximum benefits.

 

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