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 - March 19th, 2024

Truck Driver Tax Deductions Worksheet (Free Printable, Google Sheet & Excel)
A free truck driver tax deductions worksheet for owner-operators. Every category mapped to its Schedule C line, plus the per-diem and per-mile rules most worksheets get wrong.

Small Business Tips - March 5th, 2024

Free Tax Expense Spreadsheet That Finds Your Missed Write-Offs
A free tax expense spreadsheet that maps every cost to its Schedule C line, totals your deduction, and flags the write-offs most businesses never record. No email required.

Small Business Tips - March 4th, 2024

Farm Expense Spreadsheet (Free Google Sheets, Mapped to Schedule F)
A free farm expense spreadsheet for farmers and ranchers who file Schedule F. Every receipt mapped to its tax line, plus the mileage and home-office rules most farm templates get wrong.

Personal Finance - February 16th, 2024

Gift Receipt: What It Is, How It Works, and When to Save One
A gift receipt is a copy of the receipt with the prices hidden. The recipient can return or exchange the gift without seeing what you paid. Here is how gift receipts work, how to get one at Amazon and Target, and the IRS $25 rule for business gifts.

Personal Finance - February 13th, 2024

Target Receipt: How to Find Yours (and Why You Should Save Them)
Lost a Target receipt? Pull it from your Target account or have any store reprint it. Then save every one for three years. The IRS expects it.

Small Business Tips - February 5th, 2024

Amazon Receipt: How to Get One (and Why You Should Save Them)
Lost an Amazon receipt? Find it in two minutes. Then save every one for three years. The IRS expects it.
star 4.4 / 5 on Capterra, G2 Crowd and a review score 4.5/5 on Techradar Pro