Andreas Henriksson
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The Sole Proprietor's Year-Round Tax System

Bookkeeping, Quarterly Estimated Payments, and Schedule C in Plain English

By Andreas Henriksson

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A bank deposit is not always a sale, and your bank balance is not your business profit. The Sole Proprietor's Year-Round Tax System builds a routine that turns business records into monthly reports, federal estimated-payment decisions and a year-end package you can explain.

It connects bookkeeping with your household tax return, following the work from recording a customer payment to mapping annual totals to Schedule C and preparing records for a qualified tax preparer.

Who it's for

  • First-year U.S. sole proprietors and freelancers
  • Anyone paying quarterly estimated taxes for the first time
  • People who want organized records before they meet a tax preparer

What's inside

  • Separating customer receipts and processor fees from owner funding, loans and transfers
  • Monthly reconciliation of bank and card accounts, and checks for duplicates and wrong categories
  • Business profit vs. self-employment net earnings vs. self-employment tax
  • A household tax forecast and the 2026 federal estimated-payment calendar, including why meeting a safe harbor can still leave a balance due
  • Mapping reconciled records to Schedule C and evidence for home-office, mileage and self-employed health-insurance deductions
  • A tax-preparer handoff package, plus first-year cases like starting mid-year and uneven income

Scope is U.S. federal tax; state and local rules need separate checks. General educational information, not tax, legal, accounting or financial advice.

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Free guide: How do sole proprietors pay taxes? (2026)