Keeper vs Shoeboxed

Keeper combines bookkeeping and tax filing, using AI and human accountants to identify potential tax savings and prepare returns. It scans linked financial transactions for possible deductions, which users can review, supplement with receipt photos, and organize with rules. Keeper offers federal and state filing, and says a tax professional reviews and signs every return. The 24/7 AI tax assistant provides tax help, while Premium includes one-on-one consultations with a tax professional. Standard costs $199 a year and includes 10 financial accounts; Premium costs $399 a year, and Business costs $1,199 a year. Bookkeeping Only costs $20 a month and tracks expenses but does not include filing. Standard includes federal and up to two state returns; Premium and Business cover three or more states. The 14-day trial does not permit exporting deductions or submitting a return for IRS filing. Keeper connects accounts through Plaid and says it does not have access to bank login information. It says it uses banking-grade encryption. Apps are available for Android, iOS, and web.

Shoeboxed organizes receipt and mileage records for tax and expense work. It accepts receipt photos, email forwards, digital uploads, and paper receipts sent in a postage-paid Magic Envelope. Its phone app reads receipt text with OCR, categorizes expenses, and uploads them to an account; the mobile app can log business trips by GPS in the background and send a daily summary for confirmation. Receipts and business miles can be kept as exportable IRS-ready digital records. Shoeboxed lists integrations including QuickBooks, Xero, Evernote, WorkingPoint, and Wave, among others. Its API can read and add receipts, categories, and account data, while its CLI can list receipts, total category spending, retrieve mileage write-offs, and export a tax packet. It runs on Android, iOS, and web. Plans start at $9/user/mo, with a 30-day trial and no free plan. Starter is $9 a month, billed monthly, for one user and 30 digital scans per month.