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Mike Jesowshek

CPA, Founder & Host of the Small Business Tax Savings Podcast
Mike Jesowshek
Background

About Mike Jesowshek

Tax PlanningSmall Business TaxDeductionsAccountingEntrepreneurship

Mike Jesowshek is a CPA who came to accounting through entrepreneurship rather than the other way around. He started in online marketing at 14, built multiple businesses, and launched a digital accounting firm in 2013 — discovering a love for tax planning after years of getting vague, unhelpful answers from traditional accountants. That frustration became a mission: to help every business owner understand exactly which tax strategies are legally available to them.

Today Mike is the founder and host of the Small Business Tax Savings Podcast, as well as an entrepreneur, speaker, and author. He has educated thousands of entrepreneurs nationwide, making the complex world of taxes accessible by breaking it down into easy-to-understand strategies. His core promise to business owners is simple: learn how to pay the least amount in taxes as legally possible, whether you're earning $1,000 or $10 million a year.

On The Daily Mastermind, Mike sat down with George Wright III to break down the difference between tax prep and proactive tax planning: why most savings opportunities close on December 31, how to shift spending you're already doing from after-tax to pre-tax dollars, the truth about the year-end "buy a truck" advice, hiring your kids the right way, and why proper documentation is what lets you sleep at night.

Key Insights

Key takeaways from Mike

01
Planning beats prep — and timing is everything.
Tax prep is filing after December 31, when most opportunities are already gone. Tax planning is the work you do from January through December to legally minimize what you owe.
02
Turn after-tax spending into pre-tax spending.
A W-2 worker buys a desk with money already taxed; a business owner deducts the same purchase as a pre-tax expense. The win isn't chasing new deductions — it's reclassifying spending you're already doing.
03
Don't buy the truck just for the write-off.
If you genuinely need it, great. If you don't, you're still out the full cost — just at a discount. Spending money you don't need to spend is a loss, not a tax strategy.
04
Documentation is what lets you sleep at night.
IRS agents work with paperwork. A job description, employment agreement, time records, and receipts turn a deduction that's legally yours into one that holds up — and removes most of the fear of an audit.