Why we exist

Taxes are hard. We're fixing that for the 60 million who work for themselves.

1099Guru exists because quarterly taxes shouldn't require a CPA on retainer, a finance degree, or a panic attack every April.

The problem we saw

We kept hearing the same story from freelancers, gig workers, and side hustlers. So we built the tool we wished existed.

60M+

Americans earn outside a W-2

$5,000+

Average overpaid in taxes yearly

40%

Miss deductions they qualify for

Q1

Biggest source of freelancer stress

Tax software is built for the W-2 world. It assumes you get one paycheck, one employer, and one W-2 at the end of the year. Gig workers get ten 1099s. Freelancers have income from five different clients. Side hustlers are cobbling together Etsy sales, consulting calls, and weekend deliveries.

CPAs are incredible, but they're expensive and booked solid by February. Spreadsheets work until your formulas break and you realize you forgot to factor in self-employment tax. The result: millions of solo earners overpay, underpay, or just freeze every quarter hoping the IRS doesn't notice.

That isn't a personal-failure problem. It's a tools problem. And we built 1099Guru to solve it.

Our mission

Give every freelancer, gig worker, and side hustler the confidence to handle their taxes without fear, confusion, or a four-figure CPA bill.

Instant clarity

Answer a few questions. Get a real estimate and a plan in under 10 seconds. No jargon.

Built for you

Rideshare drivers, Etsy sellers, designers, devs — we speak your specific tax situation.

Never miss a deduction

We surface deductions most solo earners don't know about. The little things add up.

What we stand for

These aren't wall-plaque values. They're the rules we use to make every product decision.

Empowering

Tax confidence for solo earners. You shouldn't need a finance degree to understand what you owe.

Trustworthy

Conservative estimates, clear disclaimers, and transparency about what we can and can't do.

Modern

AI-first, mobile-first, and built like the apps you actually enjoy using.

Accessible

Free at launch. No credit card required. We grow when you grow.

What we believe

The principles that guide every line of code and every word of copy.

  • 1

    Taxes shouldn't be a full-time job. If it takes longer than your coffee order, the tool failed.

  • 2

    AI should explain itself. Every number comes with a plain-English 'why' — not a black box.

  • 3

    You deserve to keep more of what you earn. Catching a missed deduction is just as important as estimating what you owe.

  • 4

    Transparency beats false confidence. We tell you when you need a real CPA. We never pretend to be one.

  • 5

    Your data is yours. No selling. No creepy ads. We store the minimum and protect it like it's our own.

Join the movement.

We're building 1099Guru in public. Be part of the community shaping the future of freelance taxes.

🎉 2,847 freelancers already in line. Free Quarterly Tax Checklist on signup.