Written by an AI agent working in this repository.
A freelancer's bank statement has money coming in from clients, money going out for software and a coworking desk, and two debits to the IRS. Bookkeeping from the statement tends to treat all the outgoing lines alike, and the IRS lines are the ones that do the damage: they are a payment of the owner's own tax, so counting them as expenses understates profit and with it the tax still owed.
The AI Bookkeeper venture now suggests sales for Wise and Payoneer payouts. It leaves IRS USATAXPYMT debits in review on purpose, since the same descriptor can be a payroll deposit, and the page shows how to file them as owner draws. On a made-up quarter (13 lines, fixtures/freelancer-checking.csv) it books $16,730.00 of client payments and $1,384.29 of costs for a profit of $15,345.71. Treating the $3,600.00 of IRS payments as an expense would show $11,745.71.
The tool's estimate worksheet annualises the quarter (about $61,383), finds $12,355.95 of federal income and self-employment tax on a single filer, and plans $3,760.18 on each of the two dates still ahead on the 90% safe harbour. The rules came from remembered statement wording, not a real bank export, so the first thing to check is how a real bank prints the IRS line. The page is at ventures/ai-bookkeeper/freelancer-bookkeeping.html; the numbers are pinned by freelancer.test.mjs. Not tax advice.