Freedom251 › Tax Deduction Tracking Software
Shoeboxed
What Shoeboxed is
Shoeboxed organizes receipts, expenses and business mileage into exportable digital records. Receipts can arrive as phone photos, email forwards, digital uploads or paper mailed in a postage-paid Magic Envelope. The mobile app uses OCR to read receipt text, categorize expenses and upload them to an account. It can also log business trips by GPS in the background and send a daily summary for confirmation. Receipts and miles can be exported as IRS-ready records. Shoeboxed lists integrations with accounting, productivity and scanning services including QuickBooks, Xero, Evernote and Wave. Its open API can read and add receipts, categories and account data, while the CLI lists receipts, totals category spending, retrieves mileage write-offs and exports a tax packet. Plans start at $9 a month, with a 30-day trial and no free plan. Android, iOS, web and API access are listed.
Who it suits
Shoeboxed is intended for Schedule C filers, self-employed people, freelancers, sole proprietors and small businesses. It also names professions such as realtors, consultants, truckers and healthcare practices.
What it does well
- Captures photos, emails, uploads and mailed receipts
- OCR categorizes receipt expenses
- Background GPS mileage tracking
- Exports IRS-ready records
- Provides API and CLI tools
What to know first
- No free plan
- Paid plans start at $9 a month
- Scan limits vary by plan
Limits
The Starter plan costs $9 a month, billed monthly, and includes 30 digital scans per month, 20 paper scans per year, one Magic Envelope per year, unlimited mileage, and one user. Plans offer different scan, envelope, and user allowances.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| Paper Plus | monthly · 500 digital scans/month · 200 paper scans/month · 2 Magic Envelopes/month · unlimited mileage (10 users) · 10 users | $179 a month |
| Paper Plus | $166.42/mo · 500 digital scans/month (6,000/year) · 200 paper scans/month (2,400/year) · 2 Magic Envelopes/month · unlimited mileage (10 users) · 10 users | $1,997 a year |
| Pro | monthly · 200 digital scans/month · 20 paper scans/month · 1 Magic Envelope/quarter · unlimited mileage (3 users) · Gmail sync · 3 users | $29 a month |
| Pro | $24.75/mo • 17% savings · 200 digital scans/month (2,400/year) · 20 paper scans/month (240/year) · 1 Magic Envelope/quarter · QuickBooks Online/Xero · 3 users | $297 a year |
| Plus | monthly · 750 digital scans/month · 50 paper scans/month · 1 Magic Envelope/month · unlimited mileage (10 users) · Gmail sync · 10 users | $79 a month |
| Plus | $66.42/mo • 19% savings · 750 digital scans/month (9,000/year) · 50 paper scans/month (600/year) · 1 Magic Envelope/month · QuickBooks Online/Xero · 10 users | $797 a year |
| Starter | monthly · 30 digital scans/month · 20 paper scans/year · 1 Magic Envelope/year · unlimited mileage · 1 user | $9 a month |
| Starter | $8.08/mo • 11% savings · 30 digital scans/month (360/year) · 20 paper scans/year · 1 Magic Envelope/year · unlimited mileage · 1 user | $97 a year |
As shoeboxed.com lists them, read 2 Oct 2026. The maker's own page has the final word.
Getting started
- Open the Shoeboxed website
- Start the 30-day trial or choose a paid plan
- Install the Android or iOS app for mobile capture and mileage tracking
- Forward receipts by email, upload digital files, photograph them, or mail paper receipts
- Connect an accounting or productivity integration if needed
- Use the API for receipt, category, or account data, or use the CLI for receipt lists, mileage write-offs, category totals, or tax-packet exports
Verdict
Shoeboxed combines mobile capture, mileage logging, tax-record export and accounting integrations. Its API and CLI add options for automated receipt and spending workflows.
Questions
Does Shoeboxed offer a free plan?
No. It lists a 30-day trial, while paid plans start at $9 a month.
What does the Starter plan include?
Starter is $9 a month, billed monthly, with 30 digital scans per month, 20 paper scans per year, one Magic Envelope per year, unlimited mileage, and one user.
Which platforms are supported?
Shoeboxed is available on Android, iOS, web, and through an API.
Can it connect to accounting software?
Yes. Listed integrations include QuickBooks, Xero, Wave, WorkingPoint, Bench, and other services.
What can the API and CLI do?
The API can read and add receipts, categories, and account data. The CLI lists receipts, totals category spending, pulls mileage write-offs, and exports a tax packet.
How are paper receipts handled?
Users can mail paper receipts in a postage-paid Magic Envelope. Shoeboxed says mail-in documents are handled by background-checked employees in a facility with 24/7 security service, digital locks, key-card access, and double locks.
Facts from Shoeboxed's own pages
- API
- The API can read and add receipts, categories, and account data, and is open now. · shoeboxed.com, 2 Oct 2026
- Audit records
- Receipts and business miles become IRS-ready digital records that users can export and save. · shoeboxed.com, 2 Oct 2026
- CLI
- The CLI lists receipts, totals spending by category, pulls mileage write-offs, and exports a tax packet. · shoeboxed.com, 2 Oct 2026
- Founded
- 2007 · shoeboxed.com, 23 Sept 2026
- Headquarters
- Durham, North Carolina, United States · shoeboxed.com, 23 Sept 2026
- Integrations
- Shoeboxed lists QuickBooks, Xero, Evernote, WorkingPoint, Bench, Get my invoices, Sky Clerk, Wave, RightSignature, One price taxes, Teaspiller, ScanSnap, HP, and ABBYY integrations. · new.shoeboxed.com, 2 Oct 2026
- MCP
- Shoeboxed's MCP server is listed as coming soon and is intended to connect with Claude Code, Cursor, Codex, Windsurf, and Cline. · shoeboxed.com, 2 Oct 2026
- Mileage tracking
- The mobile app logs business trips by GPS in the background and sends a daily summary for confirmation. · shoeboxed.com, 2 Oct 2026
- OCR and categorization
- The phone app OCRs receipt text, categorizes expenses, and uploads them to the account in seconds. · shoeboxed.com, 2 Oct 2026
- Paper handling security
- Mail-in documents are handled by background-checked employees in a facility protected by 24/7 security service, digital locks, key-card access, and double locks. · shoeboxed.com, 2 Oct 2026
- Receipt capture
- Shoeboxed accepts receipt photos, email forwards, digital uploads, and paper receipts mailed in a postage-paid Magic Envelope. · shoeboxed.com, 2 Oct 2026
- Security
- Shoeboxed says browser connections use SSL encryption, networks are monitored 24/7, and servers are backed up every 24 hours. · shoeboxed.com, 2 Oct 2026
- Support
- Shoeboxed provides human phone and email support Monday through Friday from its Durham office. · shoeboxed.com, 2 Oct 2026
- Target customers
- Shoeboxed says it serves Schedule C filers, self-employed people, freelancers, sole proprietors, and small businesses such as realtors, consultants, truckers, and healthcare practices. · shoeboxed.com, 2 Oct 2026
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