FlyFin

What is FlyFin?

FlyFin is an AI-and-CPA hybrid tax service built specifically for freelancers, 1099 contractors, and self-employed workers in the US, automatically scanning linked bank and card transactions to surface deductions — home office, work travel, and other easy-to-miss write-offs — that are easy to overlook doing taxes manually. A human CPA reviews and files every return, and unlimited CPA access via chat or video is included on paid plans rather than sold as a separate add-on.

The Freelancer-Focused Reality

FlyFin's AI deduction-finding genuinely works well for people with straightforward 1099 income, but its cheapest tier only offers deduction tracking without CPA filing — actually getting a return prepared and filed requires stepping up to a higher plan, and S-Corp or partnership structures require the top tier. A handful of user reviews mention friction around the free-trial-to-paid transition and in-app cancellation, worth being aware of going in.

FlyFin vs. Keeper and TurboTax

FlyFin and Keeper solve nearly the same problem for a similar audience — self-employed deduction-finding plus optional CPA filing — while TurboTax is built for the general population first and self-employment support second; freelancers comparing the two AI-native tools mainly weigh FlyFin's CPA-inclusive pricing against Keeper's simpler text-based tracking habit.

Value and Pricing

The entry tier covers AI deduction tracking and quarterly tax estimates without CPA filing; the mid tier adds full CPA-prepared federal and state filing for sole proprietors and single-member LLCs; the top tier adds S-Corp and partnership filing plus video CPA consultations and audit insurance. A short free trial is available before committing.

Why Choose It?

-CPA-reviewed filing is included on paid plans, not a costly add-on bolted onto a self-filing tool
-AI deduction scanning connects to thousands of banks and cards for automatic write-off detection
-Quarterly tax calculator helps freelancers avoid IRS underpayment penalties between filing seasons
-Entry-level tier does not include filing at all — budget for a higher tier if you actually need a CPA to file