Small Business Tax Savings Podcast Small Business Tax Savings Podcast

Are Your Business Expenses Audit-Ready? With Shoeboxed Owner Doug Breaker

Jul 22, 2026 · 33m

Summary

Host Mike Jeseshek interviews Doug Breaker, owner of Shoebox, to discuss how poor documentation causes small business owners to lose money and face audit risks. They explore strategies for easily tracking receipts and mileage, emphasizing the importance of writing business purposes on receipts and maintaining consistent records. The episode also clarifies complex deduction rules, such as converting commutes to deductible mileage via home offices and maximizing business days during mixed-purpose travel.

Listen ad-free on Castria