Doug Breaker
58 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.

Tax Savings - June 14th, 2026

Side Jobs for Firefighters: The Best Gigs and the Tax Break Most Firefighters Miss

The best side jobs for firefighters and the 24/48 schedule that fits them. Plus the 1099 tax move that lets you keep almost all you earn.

Tax Savings - June 3rd, 2026

Is Per Diem Taxable? The Honest Answer, From a Dad Who Runs a Receipt Company
My son became a wildland firefighter, got handed a government travel card and a $68-a-day per diem, and called me with a tax question. Here's the real answer.

Personal Finance - June 1st, 2026

Small Business Expense Spreadsheet (Free Excel & Google Sheets)
A free small business expense spreadsheet with a built-in profit and loss summary. Copy it, log your income and every vendor and payroll cost, and see each expense land on the right Schedule C line.

Small Business Tips - May 27th, 2026

Alliance Virtual Offices Review: A Virtual Office, Not a Virtual Mailbox
Honest Alliance Virtual Offices review from the former Earth Class Mail CEO who wholesaled Alliance addresses. Pricing, 6-month contract, Trustpilot, and who should sign up.

Small Business Tips - May 22nd, 2026

PostScan Mail Review: Two Companies, One Logo
An honest review of PostScan Mail by a former Earth Class Mail CEO. The corporate-operated hubs work fine. The partner storefronts don't always. Here's how to tell which one you'd get.

Small Business Tips - May 20th, 2026

PhysicalAddress.com Review 2026: An Honest Take From the Former Earth Class Mail CEO

An honest 2026 review of PhysicalAddress.com from a former Earth Class Mail CEO. Pricing, the corporate-run model, what BBB and Trustpilot reviewers say, and who PhysicalAddress.com fits.

star 4.4 / 5 on Capterra, G2 Crowd and a review score 4.5/5 on Techradar Pro