Doug Breaker
43 Posts

About the author

Doug bought Shoeboxed in 2025 after spending 15 years as a CEO for hire. He's worked at some great companies (and learned a lot from the ones that weren't so great). Now he's building something he actually owns, and doing something he loves - helping small business owners and entreprenuers stop overpaying on taxes and keeping more cash for themselves.

Small Business Tips - May 3rd, 2024

Free 1099 Expense Tracker Spreadsheet (Excel & Google Sheets)
A free 1099 expense tracker spreadsheet that fills in the Schedule C line and the deductible amount for every cost. Built around 21,048 real consultant receipts. Excel and Google Sheets.

Small Business Tips - April 30th, 2024

What Deductions Can You Claim Without Receipts? (the Cohan Rule)
Lost the receipt? You can still claim the deduction. Here's the IRS-backed way: the Cohan Rule, the $75 rule, bank statements, and an audit-proof log.

Accounting & Finance - April 25th, 2024

Costco Receipt: How to Find Yours (and Why You Should Save Them)
Lost a Costco receipt? Find it in two minutes. Then save every one for three years. The IRS expects it.

Small Business Tips - April 10th, 2024

Free Food Truck Expense Spreadsheet (With Startup Cost Worksheet)
A free food truck expense spreadsheet that maps every cost to its Schedule C line. Includes a startup cost worksheet, home office log, and mileage log. No email required.

Small Business Tips - April 9th, 2024

Travel Expense Report Template (Google Sheets) for Business Trips
Free Google Sheets travel expense report template for self-employed people. Copy it to your Drive, log your trip, get a clean tax-ready total. Plus the per-diem method almost nobody uses.

Small Business Tips - April 9th, 2024

Owner-Operator Trucking Expense Spreadsheet: Free for 2026 (With Per-Diem Tracker)
Free owner-operator trucking expense spreadsheet for 2026 — Google Sheets, Excel, PDF, CSV. Built-in per-diem log auto-calculates the $80/day deduction most truckers miss.
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