Clear answers. Better habits.

Practical articles for independent workers who want to understand the forms, keep useful records, and arrive at filing season prepared.

The farmer's March 1 rule was March 2 this year

Two-thirds from farming, file and pay in full, skip estimated tax — on a date that shifts.

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Health is a specified service business. Your 20% deduction has a ceiling.

Health is a specified service trade or business. Above the threshold, the deduction phases out to nothing.

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Half the 1099s small businesses send should never have been sent

Card payments and corporations are usually somebody else's problem, or nobody's.

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Form 1099-DA shows what you sold for. It may not show what you paid.

The form reports what you sold for. Whether it reports what you paid depends on what you sold.

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Your meals are 80% deductible, not 50% — and Form 2290 is not tied to your registration

Hours-of-service drivers get 80% on meals. And Form 2290 follows first use, not registration.

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Your brokerage's 1099 may be bigger than your commission cheque

Split, desk fees and franchise cuts can sit between the form's total and your deposit.

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Retainage is money you earned and have not received. That difference is the whole question.

Withheld draws are not income until you can actually get at them. The test is narrower than it sounds.

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The 50-mile rule is not in the tax code. Your tax home is.

Publication 463 never mentions it. Your tax home is what actually decides whether stipends are taxable.

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The notary exemption covers your notarial acts — not your whole signing fee

Notarial acts escape self-employment tax. Printing, travel and courier work in the same signing do not.

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Your 1099-NEC has new boxes this year. Do not add them up.

Cash tips and overtime now get their own boxes — carved out of box 1a, not added to it.

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Your card processor has no 1099-K threshold at all

$20,000 and 200 transactions covers payment apps. Card processors have no threshold whatsoever.

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$600 or $2,000? Both are right — for different years

Which threshold belongs to which tax year — and why one blanket answer gets you wrong twice.

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No 1099 arrived. You still owe the tax.

Thresholds decide what your payers must send. They decide nothing about what you owe.

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1099-NEC, 1099-K, or 1099-MISC: which one describes your money?

NEC, K and MISC report different things. Telling them apart stops you counting the same payment twice.

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A simple system for organizing 1099 income

Forms, deposits, cash, and digital payments — brought together without double-counting.

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What belongs in a useful mileage log?

The small details that make a driving record easier to explain later.

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Estimated taxes without the quarterly scramble

A calm routine for reviewing income and preparing for payment dates.

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