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All Shorts Podcasts Education Real Stories

TopicsCrypto Deductions Family Irs Llc & S Corp Payroll Personal Taxes Real Estate Retirement Side Hustle Small Business Tax Fundamentals Tax Strategy

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Want The Real Tax Guy on your podcast? DM us

The Real Tax Guy is open to podcast collaborations—just send a direct message to get in touch.

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You can't hide Venmo and Cash App from the IRS

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You can't hide Venmo and Cash App from the IRS

The IRS now tracks digital payment apps and issues 1099s, so separate personal from business transactions.

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The IRS doesn't care what brand of car you drive

Car brand doesn't trigger audits; the IRS only cares about value and business use.

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How to avoid getting flagged by the IRS

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How to avoid getting flagged by the IRS

Large sudden deductions or losses that don't match your income can trigger IRS attention.

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You get more deductions by telling the truth

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You get more deductions by telling the truth

Many business owners underreport legitimate deductions like phones, internet, meals, and mileage because no one taught them the rules.

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You can still deduct meals without every receipt

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You can still deduct meals without every receipt

The IRS uses a reasonableness standard, so estimate your typical spending honestly rather than stressing over every lost receipt.

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Why business owners buy private jets for the tax write-off

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Why business owners buy private jets for the tax write-off

The tax code allows 100% first-year depreciation on airplanes, making jets a legitimate business deduction.

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How I'm relaxing after tax season

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How I'm relaxing after tax season

After a busy tax season, sometimes you just need to book a cruise to decompress.

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Why cheap online tax software costs you thousands

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Why cheap online tax software costs you thousands

Online tax software won't tell you what deductions you're missing, and most business owners miss $3,000 to $5,000 in write-offs.

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Why putting kids on your board for trip deductions is fraud

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Why putting kids on your board for trip deductions is fraud

Adding children to your board just to write off family vacations is tax fraud the IRS will catch.

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How business owners can write off a vacation

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How business owners can write off a vacation

Attend a business conference to make travel deductible, including hotels before and after the event.

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Why expensive tax pros skip valid deductions

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Why expensive tax pros skip valid deductions

Some pricey preparers refuse legitimate meal and mileage deductions out of excess caution, costing you money.

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Why the Augusta rule might get you in trouble

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Why the Augusta rule might get you in trouble

The Augusta rule requires employees to physically be in your home, not just family members who are already there.

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Why fake business losses are risky but airplane deductions are legit

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Why fake business losses are risky but airplane deductions are legit

The IRS expects businesses to profit 2 of 5 years or they may audit you back 7 years with penalties.

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Common tax myths I keep hearing from clients

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Common tax myths I keep hearing from clients

Debunks myths about meal deductions, truck write-offs, and whether kids' W-2s go on your return.

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Yes, I actually do tax returns (and here's how to work with me)

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Yes, I actually do tax returns (and here's how to work with me)

Beyond the videos, there are tax prep services, a subscription with office hours, community forums, and even a tax-deductible cruise.

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LLC types and when to switch to an S corp

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LLC types and when to switch to an S corp

Single-member LLCs pay self-employment tax on all profits; switching to an S corp can reduce that tax when income grows.

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What to do if you get audited by the IRS

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What to do if you get audited by the IRS

Most IRS letters just ask you to verify info, and real audits aren't scary if you told the truth.

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Why working remotely doesn't make a trip deductible

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Why working remotely doesn't make a trip deductible

You need a real business reason to be somewhere, not just doing your regular work from a vacation spot.

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Equipment purchases are deductible for your business

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Equipment purchases are deductible for your business

A repair shop missed seven years of equipment write-offs because their tax person said they couldn't deduct them.

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What reasonable and necessary actually means for expenses

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What reasonable and necessary actually means for expenses

Spend what you need for business purposes without going so lavish it looks unusual relative to your income.

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I actually do tax returns, not just videos

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I actually do tax returns, not just videos

After 30 years of doing taxes, I offer free reviews to help you understand what your specific business should track.

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Why you still owe taxes on small business income

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Why you still owe taxes on small business income

Even if business income is under the standard deduction, you still owe self-employment tax on it.

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How to track your business deductions

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How to track your business deductions

Join the Explorer membership for advice, videos, and live office hours to help track business expenses.

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