The IRS Hates Telling Entrepreneurs Anything About Taxes. Here's How You Can Find Out What They're Thinking. | Entrepreneur (2024)

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Trying to understand the Internal Revenue Service (IRS) can sometimes feel like ancient sailors navigating the ocean without anything but your eyes and the sky to guide you.

Those sailors managed by mapping the stars. But how are business owners forced to deal with the IRS supposed to do the same?

While no one ever wants to have their tax returns audited, it turns out there are times when the experience isn't all that scary. What's more, an audit can be useful, an accountant's own version of the north star. Here's how:

Replicate results

Scientists don't like to call a result valid until they can replicate it. And while that's harder with the IRS than it is under a microscope, audits can help to verify when there's a as-yet-unannounced policy change.

I remember a year when two different clients, on opposite ends of the country, both got asked the same questions about the same things. That was an immediate signal to me that the policy had changed and would likely stay that way for some time.

Related: 5 Ways That Billionaire Warren Buffett Pays a Lower Tax Rate Than His Secretary

In that case, it came down to business expenses. One client was claiming over $200,000 in travel expenses, while another was being questioned about the legitimacy of their farming business because they didn't have a business plan.

In both cases I spotted a clear trend: the IRS was looking for paperwork to back up business expense claims. In one case it was related to travel, in another to cows and pigs, but both clients were being hit because of a lack of initial paperwork.

Learn from others who have had their taxes audited

I'm part of a chatroom with several other tax professionals across the country. When one of our clients gets audited, we share our experiences, find common themes, and learn what the IRS is up to from one another.

If you've been audited, share your experience. If you know someone who has, buy them a drink and ask them for every single detail of how it went. Your advisor should be the one gathering intel, but if you hear something they don't know it couldn't hurt to pass it on.

Related: 9 Airbnb Rental Tax Deductions You Can Take for Your Vacation Trips

The IRS isn't going to hand you a list of things that might trigger a request for more money. But by asking around and taking in information you might be able to make your own.

Watch for aberrations

You might not think it, but sometimes your numbers might look strange out of context.

Maybe you brought in $100,000 last year, but you're claiming $80,000 in expenses. For a new business that just started, that's one thing, but if it's been happening for a while, that might start to catch an agent's eye, even if it makes sense to you.

A high expense ratio could easily land you in the agency's crosshairs. The fix may just be a mess of explanatory documents, but it's useful to know that in advance.

Related: 75 Items You May Be Able to Deduct from Your Taxes

Performing self-auditing of your books will help you spot those aberrations. We'll never know for sure if that's a trigger, but where there's smoke, there's usually fire.

Listen when you have the chance

Early every year, the IRS releases what has become known as the "Dirty Dozen" of annual tax scams. It's one of the few, reliable, scheduled pieces of communication that comes directly from the agency.

While veiled as an instrument of consumer protection, the Dirty Dozen can give business owners a sense of what the agency will be most on the lookout for in the coming year.

For example, this year the IRS warned to "think twice before overstating deductions, such as charitable contributions and business expenses." This tells you that if you plan on claiming significant amounts in either of those categories, you'd better be backing them up with records and receipts.

It's not often that the IRS says much beyond factual information or gives insight into what they'll be watching for. So when it does happen, you and your tax preparer must take note.

Having a business credit card isn't enough

Whether you're just getting started freelancing or you're an established entrepreneur, it's easy to assume that just keeping business and personal expenses separate is all that's required.

But as the client I mentioned above learned with their travel expenses, that is definitely not the case. Sure, they had the credit card trail of where they'd been and what they'd bought, but the IRS wanted the actual receipts.

That resulted in the IRS negating over half of this client's claimed expenses, a loss of tens of thousands of dollars.

Save your receipts. Save even more than you think you need to. Because audits have shown us that, especially recently, this one of the biggest things the IRS has been and will be looking for.

Navigating new territory is never easy, especially when you have no tools at your disposal.

And while the word "audit" can elicit fear in even the bravest of business owners, it can also become your north star. If you know what to look for.


The IRS Hates Telling Entrepreneurs Anything About Taxes. Here's How You Can Find Out What They're Thinking. | Entrepreneur (2024)

FAQs

Do entrepreneurs pay taxes to the IRS? ›

Self-employed individuals generally must pay self-employment (SE) tax as well as income tax. SE tax is a Social Security and Medicare tax primarily for individuals who work for themselves. It is similar to the Social Security and Medicare taxes withheld from the pay of most wage earners.

Does the federal income tax law favor entrepreneurs? ›

Entrepreneurial income is treated preferentially in the accrual phase because entre- preneurs receive their income in the form of an increase in the value of the enterprise they own instead of net current receipts.

Can the IRS take your business taxes? ›

Congress has given the IRS enormous legal powers to collect past-due taxes. The IRS can seize just about anything that you own, including your bank account, home, and wages. And the IRS doesn't need a court order or judgment before closing your business and grabbing your property.

Do high taxes discourage entrepreneurs? ›

Since business profits are largely subject to the corporate tax, increasing this tax rate discourages entrepreneurial risk-taking.

Can the IRS come after me personally for business taxes? ›

Depending on the nature of your business, you could be held personally responsible for sale and use taxes, withholding employee income taxes, or corporate income taxes. Fortunately, there are ways to protect yourself and your assets.

Do entrepreneurs have to pay taxes? ›

Key Takeaways. If you've started a new company or run a small business, you will have to file both personal and business income taxes. In the U.S., there is no special distinction made by the IRS for being an entrepreneur, although certain tax breaks may apply.

How do billionaires not pay federal income tax? ›

Philanthropy pays

Many charitable organizations set up by billionaires are tax-exempt, and charitable donations are tax deductible. You can completely control when to make a donation, and of what size, depending on how much taxable income you have in a given year; it's a nimble method of offsetting taxes.

How to fix the American tax system? ›

Recommendations
  1. tax all new corporate investment income only once.
  2. remove all corporate subsidies in the Code and strengthen corporate anti-sheltering provisions.
  3. integrate payroll and income taxes for individuals.
  4. introduce return-free filing for many taxpayers.

How can an entrepreneur pay less taxes? ›

12 Small Business Tax-Saving Strategies
  1. Hire Family Members. ...
  2. Account for Business Losses. ...
  3. Track Your Travel Expenses. ...
  4. Consider All Expenses Such as Rent and Utilities. ...
  5. Hire a Reputable CPA. ...
  6. Deduct Assets to Charity. ...
  7. Track Every Receipt With Software. ...
  8. Fully Utilize Your Retirement Plan Contributions.

What bank account can the IRS not touch? ›

Certain retirement accounts: While the IRS can levy some retirement accounts, such as IRAs and 401(k) plans, they generally cannot touch funds in retirement accounts that have specific legal protections, like certain pension plans and annuities.

Can the IRS see your bank account? ›

The Short Answer: Yes. Share: The IRS probably already knows about many of your financial accounts, and the IRS can get information on how much is there. But, in reality, the IRS rarely digs deeper into your bank and financial accounts unless you're being audited or the IRS is collecting back taxes from you.

Can the IRS take your car if you own it? ›

Levying means that the IRS can confiscate and sell property to satisfy a tax debt. This property could include your car, boat, or real estate. The IRS may also levy assets such as your wages, bank accounts, Social Security benefits, and retirement income.

How do the rich avoid income tax? ›

12 Tax Breaks That Allow The Rich To Avoid Paying Taxes
  1. Claim Depreciation. Depreciation is one way the wealthy save on taxes. ...
  2. Deduct Business Expenses. ...
  3. Hire Your Kids. ...
  4. Roll Forward Business Losses. ...
  5. Earn Income From Investments, Not Your Job. ...
  6. Sell Real Estate You Inherit. ...
  7. Buy Whole Life Insurance. ...
  8. Buy a Yacht or Second Home.
Jan 24, 2024

Why do billionaires not pay taxes? ›

Currently billionaires effectively pay far less personal tax than other taxpayers of more modest means because they can park wealth in shell companies sheltering them from income tax, the group said in its 2024 Global Tax Evasion Report.

What are the biggest tax mistakes business owners make? ›

Here are a few mistakes small business owners should avoid:
  • Underpaying estimated taxes. ...
  • Depositing employment taxes. ...
  • Filing late. ...
  • Not separating business and personal expenses. ...
  • More information:
Jan 8, 2024

How do entrepreneurs pay taxes? ›

Operating as a sole proprietor or partner, you will not be paid a salary like an employee; therefore, no income tax will be withheld from money you draw from your business. Instead, you're required to estimate your tax liability each year and pay it in quarterly installments on Form 1040.

How much does the IRS take from a business? ›

It depends on how much the business makes and whether it's a corporation or pass-through entity. Corporations pay a flat tax of 21% on business profits, while pass-through businesses pay taxes at the owner's income-based marginal tax rate, ranging from 10% to 37%.

How much income can a small business make without paying taxes? ›

You must file a return if you earn $400 or more in net earnings from your business. Net earnings equal taxable business income minus allowable business deductions.

What tax form do entrepreneurs use? ›

Schedule C reports income or loss from a business you operated or a profession you practiced as a sole proprietor. Note that if your business is a sole proprietorship, you need to attach Schedule C to your Form 1040 each year.

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