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Guides & tax playbooks

Practical writing for freelancers who’d rather spend time on the work than the paperwork.

Taxes

Schedule C expense categories: every line, with the receipt that proves it

Lines 8 to 30 explained — what goes where, the record behind each one, 2026 mileage and 1099-NEC numbers, and what never belongs on Schedule C.

October 2026 · Read →
Taxes

What receipts to keep for an IRS audit (and how long)

What each receipt must show, the 3-, 6- and 7-year rules, whether scans count, and the extra rules for travel, meals and gifts — with a printable checklist.

October 2026
Taxes

What audit-ready receipts actually mean for freelancers

The IRS doesn’t need the paper — it needs substantiation. Here’s what a defensible digital receipt record looks like, and how Proofly builds one automatically.

July 2026
Workflow

Keeping personal and business expenses apart (without the spreadsheet)

Mixing personal and business spend is the #1 bookkeeping headache for the self-employed. Here’s a system that takes one tap per receipt.

June 2026
Product

Ask your receipts anything: the end of manual expense reports

OCR is commoditized. The real leap is being able to ask “how much did I spend on travel in Q2?” and get an answer from your own data.

May 2026
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