Keeper
AI-powered tax prep and write-off finder for freelancers
What it does
Keeper is AI-powered write-off detection and tax filing built for freelancers and gig workers, it connects to bank/credit card accounts, scans transactions, and flags likely tax deductions automatically instead of the user manually sorting through a year of statements come tax season. It also offers quarterly tax estimates and a paid annual tax-filing service.
Free tier
Yes
Starts at
$10/mo
Setup
easy
Key features
Integrates with
Bank accounts, Credit cards
Who this fits
- Solo freelancers and gig workers (1099 income) who don't itemize deductions manually and are likely missing legitimate write-offs
- Self-employed individuals wanting quarterly estimated tax help without hiring a CPA
- Simple single-state tax situations where an app-driven filing flow is a reasonable fit
Who it does NOT fit
- Anyone with multi-state income, this is the most consistent complaint pattern in reviews, errors specifically on multi-state filings, users are advised to have a CPA review the draft before submitting even while using Keeper (Source: user review analysis via WebSearch summary, 2026)
- Anyone signing up expecting the free trial to include filing, a repeated complaint pattern is users starting the 14-day free trial believing they can file for free, then discovering filing requires the paid annual plan (Source: App Store/BBB complaint pattern, via WebSearch summary 2026)
- Businesses with employees or complex entity structures, this tool is built for individual 1099/self-employed situations only, not businesses with payroll or multiple owners
Pricing
Real gotchas
- Multi-state filing accuracy is the most consistent complaint, if you owe in one state and expect a refund from another, get a CPA to review the draft before submitting, don't treat Keeper's multi-state output as final without a second look (Source: BBB/App Store review pattern via WebSearch summary, 2026)
- The free trial does not include filing, a clear and repeated pattern of user confusion, set this expectation explicitly, filing always requires the paid plan regardless of trial status (Source: complaint pattern via WebSearch summary, 2026)
- Audit protection (quarterly tax-pro calls, audit resolution) is a $399/year Premium add-on, not included in the base Plus tier, don't assume basic write-off tracking includes audit support
Integrations that matter
Otto’s take on this tool
Recommend Keeper for solo freelancers and gig workers with simple, single-state tax situations who are currently doing zero organized write-off tracking, it's a strong low-effort improvement over "nothing." Do not recommend as a standalone solution for anyone with multi-state income, flag that a CPA should review multi-state returns regardless of which tax tool is used. Never suggest the free trial includes filing, that's a documented source of user frustration.
Affiliate disclosure: if you sign up through the link above, Ottomately may earn a referral commission at no cost to you. We only feature tools we have actually used or vetted through our recommendation engine.Partnership: 20% recurring via Direct.
Editor's curated reviews
314 reviews across TrustPilot - avg 4.8/5Curated by Otto from TrustPilot public reviews (fetched 2026-08-31). Keeper's TrustPilot is strong (95% 5-star of 314 total, 4.8 headline) - praise centers on write-off discovery and specific tax-refund outcomes for freelancers; critical reviews focus on login issues and the free-trial-to-charge transition. G2 and Capterra were consulted for aggregate context but not directly cited here. Not user-submitted on Ottomately.
“Brought my federal tax down from $1,200 to $400. This year it got me from $400 to $0.”
TrustPilot5.0/5“Keeper is an amazing value and an incredible tool for filing taxes and logging expenses.”
TrustPilot5.0/5“Easy peasy done with a refund! These guys are legit and fantastic.”
TrustPilot5.0/5“Love this app! Saves me so much trouble!”
TrustPilot5.0/5“The system can feel confusing with specific questions and is less suitable for managing complex income sources.”
TrustPilot3.0/5“They say they have a 14-day free trial and then charge your account immediately and ignore emails.”
TrustPilot1.0/5“Two requests to fix my login. Will not allow me to log in.”
TrustPilot1.0/5
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