FreelancePick
Free trial availableFrom $16/mo

Keeper

AI-powered tax write-off finder for freelancers and 1099 workers.

4.4
Overall Score
Try Keeper

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Keeper connects to your bank accounts and credit cards, then uses AI to automatically find tax deductions you might be missing. It is particularly valuable for freelancers who do not track expenses meticulously — Keeper monitors your spending in the background and flags potential write-offs throughout the year, not just at tax time.

Our Scores

4.5

Ease of Use

4.3

Features

4.5

Value

4.2

Support

Pros & Cons

Pros

  • AI automatically scans bank/card transactions for write-offs
  • Monitors spending year-round, not just at tax time
  • Includes tax filing for federal and state
  • Very affordable at $16/month
  • Simple mobile-first interface

Cons

  • AI sometimes flags non-deductible transactions
  • Less suitable for complex tax situations
  • No payroll or business structure support
  • Bank connection occasionally has sync issues

Best For

  • Freelancers who forget to track expenses
  • Gig workers (Uber, DoorDash, Instacart)
  • 1099 workers with lots of small deductions
  • Self-employed people who want year-round deduction monitoring

Not Ideal For

  • Business owners with complex accounting needs
  • Anyone who already tracks expenses meticulously
  • Freelancers who prefer a traditional accountant

Pricing

Best Value

Keeper

$16

month

  • AI write-off monitoring
  • Bank/card sync
  • Tax filing (federal + state)
  • 1099 import
  • Year-round support

Keeper + CPA

$30

month

  • Everything in Keeper
  • CPA review of your return
  • Personalized tax advice
  • Audit protection

Estimate Your Tax Bill First

Use our free quarterly tax calculator to estimate how much you owe before filing.

Free Quarterly Tax Calculator →

Frequently Asked Questions

How does Keeper find tax deductions?

Keeper connects to your bank accounts and credit cards, then uses AI to review your transactions and identify potential business expenses. It flags these for you to confirm or reject.

Does Keeper file my taxes?

Yes. Keeper includes tax filing (federal + state) as part of its subscription, which makes it unique among expense tracking tools.

Is Keeper safe to connect to my bank?

Keeper uses bank-level encryption and read-only access (it cannot move money). It connects via Plaid, the same system used by major fintech apps.

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Tax Information Notice

This content is for informational and educational purposes only. It does not constitute tax, legal, or financial advice. Tax laws change frequently. Always consult a qualified CPA or Enrolled Agent for your specific situation.