Keeper vs Shoeboxed

Keeper7.9Visit Shoeboxed7.7Visit

Higher score Keeper #4 in Tax Deduction Tracking Software 7.9/10 Free plan · 14-day trial Free plan✓ 0 of 4 features Visit Keeper

vs

Shoeboxed #5 in Tax Deduction Tracking Software 7.7/10 From $9/user/mo · 30-day trial ✓ 0 of 4 features Visit Shoeboxed

• Keeper fits best

  Individuals seeking deductions and tax filing

• Shoeboxed fits best

  Businesses needing verified receipt capture and accounting

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Side by side

Feature	Keeper 7.9/10 Visit ↗	Shoeboxed 7.7/10 Visit ↗
At a glance
Editor score	7.9	7.7
Ranking	#4 in Tax Deduction Tracking Software	#5 in Tax Deduction Tracking Software
Best for	Individuals seeking deductions and tax filing	Businesses needing verified receipt capture and accounting
Pricing model	Free plan + paid	Paid
Starting price	Not published	$9/user/mo
Free plan	✓ (best)	—
Free trial	—	—
Free trial length	14 days	30 days · card required
Deployment	Cloud, Mobile	Cloud, Mobile
Platforms	Web, iOS, Android	Web, iOS, Android
Support	Email, Live chat, Docs · 24/7	Email, Live chat, Phone
Integrations	1 integrations	15 integrations
Built for	Solo, Small business, Mid-market	Solo, Small business, Mid-market
Features Keeper 0/4 · Shoeboxed 0/4
Mileage tracking	Not published	Not published
Auto trip detection	Not published	Not published
Receipt capture	Not published	Not published
Bank transaction sync	Not published	Not published
Specs
Expense categorization	Not published	Not published
Mobile platforms	Not published	Not published
Our review
Pros	Finds potential business deductions and categorizes expenses Combines receipt storage, tax filing, and professional return review Business plan supports S-Corp and partnership filing	Human verification checks OCR-extracted receipt data. Captures receipts by app, email, web upload, or prepaid Magic Envelope. Connects receipt records to QuickBooks Online and Xero on Pro and Plus.
Cons	The free version does not include full exports or tax filing Premium and Business cost more than the deductions-only option Business filing features require the Business plan	No free plan; the 30-day trial requires a card at sign-up. Starter limits paper scans to 20 per year. It organizes deductions but does not provide tax filing or deduction guidance.
Our verdict	Keeper brings deduction discovery and tax filing together for W-2 employees, freelancers, independent contractors, sole proprietors, and some S-Corp or partnership filers. It links bank accounts and credit cards, categorizes expenses,… Read the review →	Shoeboxed helps small-business owners, freelancers, accountants, and bookkeepers capture and organize business receipts. Receipts can arrive through iOS or Android uploads, email forwarding, web drag-and-drop, or prepaid Magic Envelopes… Read the review →

Strengths and trade-offs

• Keeper — where it wins

  • Finds potential business deductions and categorizes expenses
  • Combines receipt storage, tax filing, and professional return review
  • Business plan supports S-Corp and partnership filing

  Where it doesn't

  • The free version does not include full exports or tax filing
  • Premium and Business cost more than the deductions-only option
  • Business filing features require the Business plan

• Shoeboxed — where it wins

  • Human verification checks OCR-extracted receipt data.
  • Captures receipts by app, email, web upload, or prepaid Magic Envelope.
  • Connects receipt records to QuickBooks Online and Xero on Pro and Plus.

  Where it doesn't

  • No free plan; the 30-day trial requires a card at sign-up.
  • Starter limits paper scans to 20 per year.
  • It organizes deductions but does not provide tax filing or deduction guidance.

• Keeper7.9/10 · Free plan · 14-day trial

  Find potential business deductions, track expenses, and file taxes in one service.

  Visit KeeperFull verdict →
• Shoeboxed7.7/10 · From $9/user/mo · 30-day trial

  Turns paper and digital receipts into categorized expenses, reports, and accounting exports.

  Visit ShoeboxedFull verdict →