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

Why stopping tax payments isn't a real option

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Why stopping tax payments isn't a real option

Responding to comments suggesting people should just stop paying taxes entirely.

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Venmo 1099 thresholds are dropping, here's what to know

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Venmo 1099 thresholds are dropping, here's what to know

The reporting threshold drops from $20K to $600 by 2026, but you must still report all income regardless of whether you get a 1099.

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How to check if you qualify for an IRS offer in compromise

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How to check if you qualify for an IRS offer in compromise

Use the free IRS OIC tool online before paying anyone thousands to file an offer in compromise for you.

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Internet tax lies that could get you audited

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Internet tax lies that could get you audited

Be wary of tax advice online that could trigger an audit.

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Why cash payments can backfire in an IRS audit

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Why cash payments can backfire in an IRS audit

If you pay rent or expenses in cash with no bank records, auditors will notice the gap and ask questions.

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The IRS knows your income even without a 1099

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The IRS knows your income even without a 1099

Bank deposits reveal unreported income to the IRS, so claim it and use deductions instead of risking penalties.

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What happens if you miss a tax form when filing

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What happens if you miss a tax form when filing

The IRS matches forms like W-2s and 1099s over the summer and will send a letter if something's missing.

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Why cash payments can backfire in an IRS audit

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Why cash payments can backfire in an IRS audit

If you pay rent or expenses in cash with no bank records, an audit will expose the mismatch and create big problems.

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Why cash payments can backfire in an IRS audit

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Why cash payments can backfire in an IRS audit

If you pay rent and expenses in cash with no bank records, an audit will raise red flags you can't explain.

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This landlord's check fraud scheme will catch up to him

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This landlord's check fraud scheme will catch up to him

A landlord is altering checks and forging endorsements to inflate deductions, which is straight-up fraud.

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Cashing corporate checks to avoid taxes is fraud

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Cashing corporate checks to avoid taxes is fraud

Rent payments from your corporation to yourself must be deposited and reported as income, not cashed to hide it.

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Why some people are afraid to use deductions

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Why some people are afraid to use deductions

The IRS just verifies you actually spent the money you claimed as deductions.

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You can offset gambling winnings with losses

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You can offset gambling winnings with losses

If you get a W2G for gambling winnings, you can deduct your documented losses up to the amount you won.

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What to do if you sold your home and got a 1099S

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What to do if you sold your home and got a 1099S

Report a 1099S from a home sale on your return even if it's not taxable, or the IRS will send you a letter.

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Why you can't just skip filing your taxes

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Why you can't just skip filing your taxes

The IRS will file for you if you don't, and you'll end up with penalties, interest, and a huge bill.

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What happens if Trump gets rid of income taxes?

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What happens if Trump gets rid of income taxes?

Brief speculation on the possibility of eliminating income taxes and the IRS shutting down.

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Why cash-only income eventually catches up with you

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Why cash-only income eventually catches up with you

The IRS catches unreported cash when your spending doesn't match your reported sales.

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What happens if you make a mistake on your tax return

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What happens if you make a mistake on your tax return

The IRS will send a letter if they find an error, not show up at your door, so report honestly and correct mistakes.

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Internet tax lies that could get you audited

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Internet tax lies that could get you audited

Introduction to common tax myths spread online that may trigger an IRS audit.

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Can the IRS tell you how to spend your money?

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Can the IRS tell you how to spend your money?

The IRS can't dictate your spending, they just require you to record business expenses accurately.

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Why you still need to file even if the IRS seems chaotic

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Why you still need to file even if the IRS seems chaotic

The IRS computers track your income and will file for you without deductions if you skip filing.

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Why picking up business cards doesn't make your vacation deductible

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Why picking up business cards doesn't make your vacation deductible

Taking your family to Florida and grabbing real estate cards doesn't create a legitimate business deduction.

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What triggers the IRS to look at your return

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What triggers the IRS to look at your return

Losses that don't match your income or expenses that seem way off can prompt a human review.

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No, taxes are not voluntary in the US

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No, taxes are not voluntary in the US

Taxes are mandatory, and skipping years just racks up penalties and interest with nothing gained.

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