About FlyFin
FlyFin targets the messy middle of self-employment taxes: 1099 income, quarterly estimates, and deductions scattered across bank statements. Its AI scans linked accounts to find write-offs automatically, and the company claims the engine automates up to 95% of the prep work before licensed CPAs review and file.
Founded in 2020 by CEO Jaideep Singh, FlyFin reports over 250,000 users and won a 2023 "Smart Money" award from Real Simple for its AI tax tool.
FlyFin's proprietary GPT-4-based tax engine answers tax questions, automatically scans linked bank transactions for deductions, and automates the bulk of return prep, with licensed CPA review as the backstop.
Highlights
- Reports 250,000+ users
- Built specifically for freelancers, contractors, and 1099 workers
- Every return is reviewed by a licensed CPA before filing
Third-party reviews
Reviewers credit the AI deduction tracker with catching write-offs they'd missed for years; some cite billing and support complaints.
Read on Apple App StoreRatings belong to the cited platforms and change over time — last checked August 2026. TaxAIs does not collect its own reviews; follow the links above for current scores and full review text.
More in Self-employed & freelancers
Keeper
keepertax.comA GPT-4 model fine-tuned on tax law scans your bank transactions all year, finds the write-offs, and files the return with human review.
Hnry
hnry.co.nzTaxes handled the moment you're paid: automatic deduction and filing of every obligation for sole traders in NZ, Australia, and the UK.
Lettuce
lettuce.coAn AI accounting-and-tax system that turns a business-of-one into an S-corp and runs the whole tax side automatically.