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

When DIY taxes cost you money you never knew you lost

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When DIY taxes cost you money you never knew you lost

Complex situations like kids, business income, or credits have hidden savings you'll miss without professional help.

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What's your favorite business deduction?

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What's your favorite business deduction?

TJ asks about favorite deductions and offers to help with any kind of business.

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Can you cut a deal with the IRS if you owe money

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Can you cut a deal with the IRS if you owe money

Brief intro asking if deals with the IRS are possible when you owe taxes.

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When you can actually write off meals as a business expense

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When you can actually write off meals as a business expense

Business meals that benefit your company are deductible, but keep them reasonable and trust your gut on what makes sense.

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Why shell companies to lose money don't actually work

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Why shell companies to lose money don't actually work

Start a real business, enjoy legitimate expenses tax-free, and pay a little more tax on real profit.

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What really happens if you don't file a tax return

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What really happens if you don't file a tax return

The IRS usually won't jail you for not filing, but they may file a return for you with no deductions.

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What to do if you get a 1099 from Venmo

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What to do if you get a 1099 from Venmo

Report personal Venmo payments on Schedule 1; business payments can be offset with expenses.

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Why you should file taxes even if IRS changes

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Why you should file taxes even if IRS changes

The IRS collections department can take money directly from your bank account if you don't file and owe.

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Tax strategies for rental property owners

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Tax strategies for rental property owners

Send your tax return for review to find rental property tax strategies you might be missing.

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How people get away with not filing taxes for years

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How people get away with not filing taxes for years

Explores how some people avoid filing tax returns for extended periods without immediate consequences.

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Why you should file even with low income

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Why you should file even with low income

If taxes were withheld from your paycheck, filing is the only way to get that money back as a refund.

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Why W-2 employees struggle to build wealth vs self-employed

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Why W-2 employees struggle to build wealth vs self-employed

Compares the wealth-building challenges W-2 employees face versus self-employed individuals.

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Do you really need to keep boxes of receipts

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Do you really need to keep boxes of receipts

Use one dedicated card or bank account for business expenses and let the statements do your bookkeeping.

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How to get the most deductions legally

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How to get the most deductions legally

Tell the truth and actually claim the business expenses you're entitled to, like phone, internet, meals, and mileage.

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Why W-2 employees love tax season but business owners don't

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Why W-2 employees love tax season but business owners don't

W-2 employees often get refunds while small business owners typically owe taxes at filing time.

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How to shift personal expenses to your business side

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How to shift personal expenses to your business side

Use your business income for deductible expenses like meals, travel, internet, and phone, then pay taxes only on the leftover profit.

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Travel expenses to your rental property are deductible

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Travel expenses to your rental property are deductible

You can deduct mileage, hotels, meals, and rental cars for trips to manage your rental properties.

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Can you deduct a private jet to visit your rental property

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Can you deduct a private jet to visit your rental property

The IRS can't dictate how you travel to rental properties, just that travel to get there is a deductible business expense.

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What actually makes a meal tax deductible

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What actually makes a meal tax deductible

The IRS can't verify if you discussed business, so focus on meals that legitimately help your business and keep them proportionate.

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Why a side business is the key to building wealth

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Why a side business is the key to building wealth

A W-2 job plus a business with legitimate deductions keeps your taxable income low while you live well.

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The IRS can't tell you what to buy for your business

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The IRS can't tell you what to buy for your business

You don't have to buy the cheapest option to deduct it—the IRS just asks you to record your expenses.

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What happens if you just don't file your taxes

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What happens if you just don't file your taxes

The IRS will eventually file a return for you with no deductions, then collect what you owe.

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What happens if you ignore a Venmo 1099

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What happens if you ignore a Venmo 1099

Small amounts may slide, but ignoring large Venmo income year after year can look like tax fraud to the IRS.

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How buying an airplane can wipe out your business taxes

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How buying an airplane can wipe out your business taxes

A business airplane purchase can be fully deducted in year one, potentially zeroing out your taxable profit.

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