Small Business Tax Savings Podcast

433 Episodes

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How to Deduct Your Medical Bills Through Your Business (Section 105 Plan Explained)

2026-10-1423:00

Stop paying your medical bills with after-tax dollars You’re already paying for deductibles, prescriptions and co-pays. With the right setup, your business could pay you back for them, tax-free. In this episode, Mike Jesowshek, CPA, explains how a medical expense reimbursement plan (also called an owner HRA or Section 105 plan) can turn out-of-pocket medical costs into business deductions. He covers who qualifies, which entity types work for single and married owners, and the workaround...

Health Insurance Tax Savings for Business Owners

2026-10-0723:34

Your health insurance could do more than cover medical emergencies. With the right strategy, it could also help you save on taxes. In this episode, Mike Jesowshek, CPA, breaks down health insurance options for small business owners, from group plans to employee reimbursements and stipends. He explains the steps S corp owners need to take to deduct their health insurance premiums and how eligible business owners can use an HSA for tax savings and long-term growth. 👉Find out how much yo...

Documentation 101: How to Prepare for an IRS Audit

2026-09-3029:33

Documentation 101: How to Prepare for an IRS Audit You claimed the deduction. But if the IRS asks, can you prove it? Mike Jesowshek, CPA, explains which records you need to support your business expenses. Learn how to document purchases, keep clean books, and organize your receipts so you’re prepared if the IRS comes knocking. 👉Find out how much your business could save in taxes. TaxSavingsPodcast.com/scorecard 🚀 Book your free demo call today. Click here or visit: https://taxel...

How to Claim the Home Office Deduction in 2026

2026-09-2320:16

Are you missing out on the home office deduction because you think your workspace doesn’t qualify? In this episode, Mike Jesowshek explains who qualifies for the home office deduction and how to calculate it using either the simplified or actual expense method. He also breaks down the regular and exclusive use rules, how the deduction differs for sole proprietors and S Corporation owners, and why a qualifying home office could unlock additional business mileage deductions. You’ll learn how to...

Business Vehicle Tax Deductions: What You Can Write Off in 2026

2026-09-1624:57

Are you missing out on a business vehicle deduction, or claiming more than you’re actually allowed? In this episode, Mike Jesowshek explains how business vehicle deductions work, including the difference between the standard mileage and actual expense methods. He also breaks down the 6,000-pound vehicle rule, business versus personal mileage, vehicle ownership, and the records you need to protect your deduction. You’ll learn how to choose the right deduction method, avoid costly mistakes, and...

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