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.

Small Business Tips - April 15th, 2026

How to Write a Check in 2026 (And Why I'm Still Teaching My Kids to Do It)
A step-by-step guide to writing a paper check, written after my 14-year-old asked what a checkbook was. Plus who still uses checks, and why you probably will too.

About Shoeboxed - January 6th, 2026

SBA Loan Down Payment: How I Bought a $1M+ Business for 5% Down (And A Warning)
Most people think you need hundreds of thousands in cash to buy a business. I bought Shoeboxed for 5% down using an SBA loan. Here's exactly how the deal worked—the seller financing, the standby note trick, and why the personal guarantee should terrify you. This is the real case study with a full breakdown of how I used an SBA loan to buy Shoeboxed.

Small Business Tips - March 21st, 2025

IRS Mileage Rate 2026: 72.5¢ per Mile (2024–2026 Rates)

The 2026 IRS standard mileage rate is 72.5 cents per business mile. See the 2024–2026 rates, who can use them, and how to turn your miles into a deduction.

Small Business Tips - December 25th, 2024

IRS Receipt Requirements: What to Keep, What to Toss, and the $75 Rule
What the IRS actually requires for business receipts, the $75 rule that lets you skip the paper, and how long to keep everything else.

Personal Finance - November 28th, 2024

Tax Organizer Template (Excel + Google Sheets): Free 2026 Download

Download a free tax organizer template for Excel or Google Sheets. A printable prep checklist, an expense tab that maps every cost to its Schedule C line, plus home office and mileage logs. No email needed.

Personal Finance - October 25th, 2024

Bi-Weekly Budget Template for Excel: Free 2026 Download

Download a free bi-weekly budget template for Excel or Google Sheets. Each paycheck gets its own column, every bill gets assigned to a check, and a side-gig tab tracks 1099 income. No email needed.

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