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Dougherty Tax Solutions provides tax advisory services to busienss owners and real estate investors, positioning our clients to strategically minimize their tax liability and maximize the amount of money they keep in their pockets.

Buying a short-term rental for the tax write-offs? Before you start shopping for properties, there are a few things you ...
10/28/2026

Buying a short-term rental for the tax write-offs? Before you start shopping for properties, there are a few things you need to figure out.

First, can you comfortably afford the property, including repairs, vacancies, and ongoing expenses?

Second, will the numbers actually work? A tax deduction won't make up for poor rental income or a property that costs more to run than it earns.

And third, understand the material participation rules. Depending on how your rental operates and how involved you are, your losses may qualify for different tax treatment. Owning a short-term rental doesn't automatically mean you can use its losses to offset your other income.

The tax benefits can be worth exploring, but make sure the property is a good investment even without them.

Planning to buy? Comment GUIDE below, and I'll send you a free copy of The Business Owner's Tax Guide to help you make smarter tax decisions.

10/26/2026

Self-employed business owners, here are 3 tax strategies worth reviewing before your next tax filing.

- Maximize your Solo 401(k). You may be able to contribute as both an employee and employer, increasing your retirement savings while potentially reducing your taxable income.

- Consider hiring your spouse. If your spouse performs legitimate work for your business, their compensation may open up additional retirement contribution opportunities.

- Deduct eligible health insurance premiums. If you're self-employed and pay for your own health insurance, you may qualify for a deduction. Keep in mind that access to an employer-sponsored health plan through your spouse can affect eligibility.

The right tax strategy should do more than lower your tax bill. It should also support your long-term financial goals.

Want to make more informed tax decisions for your business?

Comment GUIDE below, and I'll send you a free copy of The Business Owner's Tax Guide to help you make smarter tax decisions and build a stronger financial strategy.

10/23/2026

Working from home doesn't automatically mean your home expenses qualify for a tax deduction.

One of the most common tax misconceptions is that anyone who works remotely can write off part of their rent or mortgage. But in the US, the federal home office deduction generally isn't available to W-2 employees, even if their employer requires them to work from home.

Self-employed individuals and eligible business owners may have a different opportunity. If part of your home is used regularly and exclusively for qualifying business purposes, you may be able to deduct a portion of eligible expenses.

The amount you can claim depends on factors such as the size of your qualifying workspace, your total home size, and the expenses involved. Getting the calculation and eligibility requirements right is essential.

Before claiming a home office deduction, make sure you understand the rules that apply to your situation. A deduction is only valuable when you can legitimately support it.

Comment GUIDE below to get The Business Owner’s Tax Guide sent to your DMs.

10/22/2026

Building wealth through real estate is one thing. Knowing when to sell, when to hold, and how accumulated tax losses affect that decision is another.

For real estate investors, unused passive losses can play an important role in exit and retirement planning. The right strategy depends on your tax position, your assets, and your long-term goals.

Comment GUIDE below to get The Business Owner’s Tax Guide sent to your DMs.

10/21/2026

Some tax deductions sound too good to be true. That doesn't mean they're illegal.

The tax code includes strategies that many business owners overlook simply because they don't know they exist.

For example, cost segregation and bonus depreciation may help eligible property owners accelerate depreciation deductions. The Augusta Rule may allow you to rent your personal residence for up to 14 days a year without including that rental income in your taxable income.

And if you're self-employed, you may also qualify for deductions related to your home office, business vehicle use, business travel, and the business portion of your cell phone expenses.

But here's the important part: having a deduction available doesn't automatically mean you qualify for it. Each strategy comes with specific rules, eligibility requirements, and documentation you need to get right.

The goal isn't to find loopholes. It's to understand the tax code well enough to stop overlooking legitimate opportunities to reduce your tax bill.

Comment GUIDE below, and I'll send you a free copy of The Business Owner's Tax Guide to help you make smarter tax decisions and build a stronger financial strategy.

10/20/2026

ChatGPT can give you tax advice that sounds right and still cost you money.

That’s the risk many business owners overlook.

You can ask AI a tax question and get a confident answer, but if it misses an important detail about your business or financial situation, you might not know enough to spot the mistake.

I use different resources to research tax questions, too. The difference is knowing what to ask, what to look for, and how to determine whether the answer actually applies to your situation.

AI can be a useful starting point, but it doesn't replace advice from a tax professional who understands the rules and knows how they apply to your business. When your money and tax obligations are involved, getting the details right matters.

Business owners and real estate investors, don't miss my free webinar today!

I'm hosting Stop Tipping the IRS: How Business Owners Unknowingly Overpay (And How to Stop) to help you identify legitimate tax-saving opportunities and avoid costly mistakes.

Comment WEBINAR below to receive the registration details.

10/19/2026

What if your business could pay you rent for using your own home, and that rental income could be tax-free?

That's the idea behind the Augusta Rule, and it's one of the tax strategies business owners should know about before the year ends.

Under Section 280A(g), you may be able to rent out your personal residence for up to 14 days per year without reporting that rental income as taxable income.

Here's where business owners may find an opportunity: your company could rent your home for legitimate business meetings, planning sessions, or qualifying events.

But there's a catch. You can't simply pick an inflated rental price and call it a deduction. The rental rate needs to be reasonable, the business purpose must be legitimate, and you need documentation to support the arrangement. Expenses attributable to the tax-exempt rental income generally aren't deductible either.

The opportunity is real, but the details matter. Get the structure wrong, and a strategy intended to save you money could create tax problems instead.

Comment WEBINAR below to receive registration details for my free live webinar, Stop Tipping the IRS: How Business Owners Unknowingly Overpay (And How to Stop). Learn how to identify legitimate tax-saving opportunities and avoid costly mistakes.

The difference between a bigger tax bill and a smarter tax strategy often comes down to the decisions you make before th...
10/16/2026

The difference between a bigger tax bill and a smarter tax strategy often comes down to the decisions you make before the year ends.

As your business grows, your tax planning should evolve with it. Your business structure, how you compensate yourself, and where you reinvest your profits can all influence your overall financial position.

But here's what many business owners get wrong: they wait until their tax return is being prepared to look for savings. By then, some opportunities may no longer be available.

Use the final months of the year to review your numbers, identify potential deductions and retirement planning opportunities, and make sure your strategy still fits your business.

The goal isn't to spend money just to reduce your taxes. It's to make informed decisions that support both your tax position and your long-term growth.

Comment WEBINAR below to receive registration details for my free live webinar, Stop Tipping the IRS: How Business Owners Unknowingly Overpay (And How to Stop). Learn how to make smarter tax decisions and avoid costly mistakes.

Business owners, are you confident you're keeping as much of your hard-earned money as legally possible?Missed deduction...
10/15/2026

Business owners, are you confident you're keeping as much of your hard-earned money as legally possible?

Missed deductions, poor recordkeeping, and last-minute tax decisions can cost you more than you realize. And if you're only thinking about taxes when it's time to file, you could be missing opportunities to improve your tax position before the year ends.

That's exactly why I'm hosting my October tax strategy masterclass, Stop Tipping the IRS: How Business Owners Unknowingly Overpay (And How to Stop).

I'll walk you through common deductions business owners overlook, how to maintain records that support your tax positions, and the proactive steps you can take before year-end to approach your taxes with a stronger strategy.

đź“… Tuesday, October 20
⏰ 7:30 PM CST / 8:30 PM EST

Don't wait until tax season to start asking the right questions. Let's get ahead of it.

Comment WEBINAR below to receive registration details for my free live webinar.

10/14/2026

Working remotely from a hotel doesn't automatically turn your vacation into a business expense.

One of the biggest mistakes business owners make is assuming that answering emails, taking calls, or spending a few hours working during a trip makes the travel deductible.

What matters is the actual purpose of the trip. Travel undertaken primarily for legitimate business reasons may qualify for deductions when the applicable requirements are met. But if you're taking a personal vacation and simply bringing your laptop along, those work hours generally won't make the trip deductible.

There can also be legitimate business travel that includes some personal enjoyment. For example, visiting a rental property to handle repairs may have a valid business purpose, but personal expenses and mixed-purpose travel still need to be evaluated carefully.

Before booking your next trip through your business, understand what qualifies, keep records of the business purpose, and separate personal expenses from deductible ones.

Comment WEBINAR below to receive registration details for my free live webinar, Stop Tipping the IRS: How Business Owners Unknowingly Overpay (And How to Stop). Learn how to make smarter tax decisions and avoid costly mistakes.

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Houston, TX

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