Keeper

What is Keeper?

Keeper is a tax and expense-tracking app built for freelancers, gig workers, and solopreneurs, best known for its text-message-first design — it periodically texts users asking whether a specific bank transaction was a work expense, turning bookkeeping into a habit that takes seconds rather than a dreaded year-end scramble. Every write-off is automatically categorized into the right Schedule C category, and a human tax professional reviews every return before filing.

The Sole-Proprietor Reality

Keeper is purpose-built for sole proprietors and single-member LLCs who mix personal and business spending on the same accounts — its core strength — but it has a hard ceiling on complexity: S-Corps, partnerships, multi-member LLCs, and businesses with employees are not supported, and those users need a different tool. Support responsiveness also tends to slow outside the January-through-April filing season.

Keeper vs. FlyFin and TurboTax

Keeper and FlyFin target nearly identical users with a similar AI-plus-CPA model — the practical difference is workflow feel, with Keeper's text-message habit-building versus FlyFin's more traditional app-dashboard approach — while TurboTax remains the more general-purpose option without either tool's year-round expense-tracking habit loop.

Value and Pricing

The core expense-tracking and tax-estimate subscription is billed monthly or at a lower effective annual rate; full CPA-prepared tax filing is available as an add-on for those who want Keeper to handle the actual return rather than just track expenses year-round.

Why Choose It?

-Text-message expense confirmations make bookkeeping a five-second habit instead of a year-end scramble
-Connects to bank, card, Stripe, Venmo, and PayPal accounts to catch write-offs across every income source
-Tax professionals review every return before filing, not just an algorithm
-Hard ceiling on complexity — S-Corps, partnerships, and multi-member LLCs need a different tool entirely