Topic 03 of 06

Freelance & 1099

Quarterly taxes, income tracking, and surviving Schedule C with your wits intact.

Freelance & 1099 illustration

This is where Accounts Slayable started: a field guide for anyone who gets a 1099 instead of a W-2 and has to figure out the whole parade of things employers normally handle. Withholding, benefits, retirement, deductions, quarterly estimates. None of it is impossibly complex, but nobody teaches it, and the spreadsheets most freelancers use for it are held together with tape.

What you'll find here

  • Quarterly tax set-asides that work (the math, not the vibes)
  • Tracking income across clients, platforms, and payment methods
  • Expense categories that match Schedule C instead of your instincts
  • Invoice follow-up without feeling like a nag
  • Retirement accounts for freelancers: SEP-IRA, Solo 401k, the whole menu
  • The mental game of irregular income

Flagship product for this pillar

The 1099 Money System

The flagship template bundle. Six interlocking Google Sheets covering income, taxes, invoices, expenses, and receipts for 1099 workers.

Writing in this pillar

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Open a Business Bank Account. It Takes 20 Minutes.

Mixing client payments with personal spending creates unnecessary tax work every February. Here's how to structure your freelance finances properly — and which free accounts are worth opening.

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What to Do in the 30 Days After Filing Your Taxes

The window right after tax season is the best time to fix what went wrong and build a better system for next year. Here's how AI fits into that process.

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How to Price Freelance Work Without Guessing

Before checking what others charge, run your own income math. This is the calculation that gives you a real floor for freelance rates, including the SE tax multiplier most freelancers skip.

side hustlesincome trackingtaxesfreelance

The Side Hustle Math: Is It Worth Your Time?

Before you commit to a side gig, run the numbers. Here's how to calculate your effective hourly rate after taxes and expenses, and what to do with what you find.

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