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PODCAST

Small Business Tax Savings Podcast

Mike Jesowshek, CPA

The Small Business Tax Savings Podcast is designed specifically for small business owners. We focus on tax savings and ways to have a financially sound back bone to your small business. Our goal is to have you paying the least amount in taxes as legally possible.Hosted by by Mike Jesowshek, CPA, this is a quick hitting podcast aimed to get you important information without all the fluff. You can find episodes, blog posts, information on our software TaxElm and more on our website:

business entrepreneurship

All Episodes

28:16

Don't Make These EXPENSIVE Mistakes | Mid-Year Tax...

Small Business Tax Savings Podcast ·

2025/06/25

Send us a text 🚀Ready to stop overpaying the IRS? Sign up for my free webinar on July 15th! Click here or visit: https://www.taxsavingspodcast.com/webinar We’re halfway through the year, now’s the best time to check if you’re on track to pay less tax and avoid surprises. Mike explains why mid-year is the perfect time to review your entity setup, learn and apply tax strategies, check your income and tax bracket, shift spending from after-tax to pre-tax, plan for retirement, and c...

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27:01

Q&A: Can I Deduct That? From Mileage to Meals, Your...

Small Business Tax Savings Podcast ·

2025/06/18

Send us a text 🚀 Ready to stop overpaying the IRS? Sign up for my free webinar on July 15th! Click here or visit: https://www.taxsavingspodcast.com/webinar Got a question about taxes, business expenses, or running your LLC? You’re not alone. In this Q&A episode, Mike tackles common questions from real business owners — covering topics like closing a business, low-income LLCs, vetting tax pros, and how to treat certain deductions. Whether you’re just starting out or already sca...

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22:47

How to File a Late S Corporation Election and Still...

Small Business Tax Savings Podcast ·

2025/06/11

Send us a text Missed the S Corp deadline? Don’t panic. In this episode, Mike breaks down how to file a late S Corp election the right way so you can still unlock major tax savings. You’ll learn what an S Corp really is, who qualifies, how to calculate your savings, and what to watch out for when making the switch. Plus, the exact steps to file a late election with the IRS, without triggering a red flag. 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ ...

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21:41

Do You Need Tax Planning (Spoiler: You Might Be...

Small Business Tax Savings Podcast ·

2025/06/04

Send us a text Most people think tax planning is only for big corporations. But it’s one of the most powerful tools any small business owner can use to save money. In this episode, Mike breaks down how tax planning is different from just filing your taxes, and why even brand-new business owners should be thinking about it. He also shares a real case study showing how one small business went from guessing on taxes to saving over $15,000 a year, just by planning ahead. If you’ve ever wondered w...

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19:13

Want Tax-Free Income in Retirement? Start with a Roth...

Small Business Tax Savings Podcast ·

2025/05/28

Send us a text You’ve heard of Roth IRAs, but no one talks about when and how to convert. In this episode, Mike breaks down exactly how a Roth conversion works, when it makes sense, and how to use it to build tax-free income in retirement. He also unpacks the key differences between Traditional and Roth accounts, plus real-life stories of business owners who used this strategy to grow wealth the IRS can’t touch. 🚀 Book your free demo call today! Click here or visit:

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38:25

Business Entity Compliance 101: What You MUST Know

Small Business Tax Savings Podcast ·

2025/05/21

Send us a text Are you 100% sure your business entity is compliant? In this episode, Mike is joined by Nellie Akalp, CEO of CorpNet, to break down what compliance really means for LLCs and corporations. They cover everything from annual reports, meeting minutes, and registered agents to BOI reporting and choosing the right state to form your entity. You’ll also learn when it makes sense to do it yourself, hire a service, or bring in a lawyer and what mistakes could cost you your limited liabi...

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19:31

Too Much Profit? Double Your Income Without Doubling...

Small Business Tax Savings Podcast ·

2025/05/14

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ Too many business owners think they should avoid making more money just to lower their tax bill. In this episode, Mike shares why that mindset is costing you far more than taxes ever will. He breaks down why taxes are just a percentage, how fear leads to bad decisions, and the smart tax strategies that let you keep more of your income legally. You’ll learn how to shift from fear-based spending...

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14:37

How to Turn Your HSA Into a Tax-Free Retirement Fund

Small Business Tax Savings Podcast ·

2025/05/07

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ Most people think an HSA is just for doctor visits—but it’s actually one of the most powerful retirement tools available. In this episode, Mike breaks down how to use your Health Savings Account to save on taxes, grow your money, and even invest for the future. If used right, it’s like a secret weapon for building wealth. Chapters: (00:32) What is an HSA? Mike explains how an HSA works, what m...

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3:06

Big Announcement: The Future of Tax Planning is Coming

Small Business Tax Savings Podcast ·

2025/05/01

Send us a text 🚀 Visit https://taxelm.com/webinars/ to save your seat! On May 14 at 2 PM EST, join Mike for a live webinar to unveil a brand-new feature inside TaxElm that will transform the way small business owners approach tax planning. It’s simple, powerful, and built specifically for real business owners who want less stress and more clarity when it comes to their taxes. Here’s what you’ll learn in the webinar: How this new TaxElm feature simplifies your tax planning processWhy it’s

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38:32

Case Studies in Advanced Retirement Planning...

Small Business Tax Savings Podcast ·

2025/04/30

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ What if everything you thought you knew about retirement planning was just scratching the surface? In this episode, Mike sits down with retirement expert Matt Ruttenberg to break down advanced retirement strategies that go way beyond the traditional 401(k). Chapters: (01:22) Understanding the Retirement Plan Stack How business owners can layer a safe harbor 401(k), profit sharing, and c...

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16:15

Why Every Business Owner Needs a Board of Advisors...

Small Business Tax Savings Podcast ·

2025/04/23

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ Having a board of advisors isn't just for big companies. Even small business owners and solo entrepreneurs can use it to grow smarter and save money on taxes. In this episode, Mike shares how a board helps you deduct meals, travel, and even your home—plus how it keeps you organized and protected. Chapters: (00:58) What’s a Board of Advisors? It’s a group of people who give advice and support f...

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21:29

Q&A: Are Beers with Clients Write-Offs? Augusta Rule,...

Small Business Tax Savings Podcast ·

2025/04/16

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ Have you ever wondered if you can write off beers with a client? Or claim mileage between your home and office? In this special Q&A episode, Mike answers real questions from small business owners across the country — tackling topics like the Augusta Rule, tax deductions you're probably missing, how to handle multi-state operations, and even the proper way to record equipment purchases in y...

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35:58

Filing Your Taxes LATE? IRS Penalties, Payment Plans...

Small Business Tax Savings Podcast ·

2025/04/09

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ If you’ve ever skipped filing a tax return or felt overwhelmed by back taxes, this episode is for you. Mike and Robert Nordlander, former IRS Special Agent, break down the real risks of not filing, the difference between filing and paying, and how to get back on track—without fear. Chapters: (00:26) Falling Behind on Taxes Happens Mike shares a common fear of business owners who haven’t filed in

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18:23

How to Estimate Taxes in 2025 for Small Business Owners

Small Business Tax Savings Podcast ·

2025/04/02

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ If you’re self-employed or earn income without tax withholding, the IRS expects you to make estimated payments throughout the year, not just at tax time. Missing a deadline could cause you costly penalties and interest. In this episode, we cover everything you need to know about estimating and paying taxes; Who needs to pay, when it's due, and how to avoid IRS penalties. Chapters: 00:00 ...

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21:18

Rent Your Building to Your Business? Avoid the IRS...

Small Business Tax Savings Podcast ·

2025/03/26

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ If you own your business and the building it operates from, self-renting can be a powerful tax-saving strategy, but only if structured properly. Done wrong, it triggers the self-rental tax trap, where your rental income is taxed as non-passive, but your losses are locked away as passive. In this episode, we explain how to structure self-rentals the right way, avoid IRS red flags, and lev...

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35:14

Will the IRS Send You to Jail? Civil vs. Criminal Tax...

Small Business Tax Savings Podcast ·

2025/03/19

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ Are you worried that claiming a tax deduction might land you in an orange jumpsuit? Fear of the IRS stops too many business owners from taking legitimate tax-saving opportunities. In this episode, we’re breaking down the difference between civil and criminal tax cases—and exactly what really puts people behind bars. Special guest Robert Nordlander, CPA and former IRS Criminal Investigato...

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18:17

How to File A Tax Extension in 2025 (What Small...

Small Business Tax Savings Podcast ·

2025/03/12

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ Tax deadlines are approaching fast! If you’re scrambling to get your paperwork together, you might be wondering if filing a tax extension is the right move. In this episode, we’re breaking down everything you need to know about filing an extension for both business and personal taxes—including how to do it right, when to file, and how to avoid IRS penalties. Chapters: 00:57 Why Business Owne...

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16:39

Avoid These 10 LLC Mistakes in 2025

Small Business Tax Savings Podcast ·

2025/03/05

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ Starting and running an LLC comes with big tax benefits and liability protections—but only if you do it right. In this episode, we break down the 10 most common LLC mistakes that could cost you thousands in taxes, legal troubles, or even your business itself. Chapters: (00:57) Mixing Personal & Business Finances: Co-mingling accounts makes bookkeeping messy and can trigger IRS scruti...

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19:33

New Tax Relief? What Trump's Tax Changes Mean For...

Small Business Tax Savings Podcast ·

2025/02/26

Send us a text 🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/ How will Trump's proposed tax changes impact your business if they're implemented? In 2017, the Tax Cuts and Jobs Act (TCJA) was passed by the Senate and signed into law by President Donald Trump, introducing major tax cuts for individuals and businesses. Many of these tax breaks are set to expire at the end of 2025 unless Congress extends them. In this episode, we break down which tax c...

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18:27

Beware of Hidden Built-In Gain (BIG) Taxes When...

Small Business Tax Savings Podcast ·

2025/02/19

Send us a text Thinking about converting your C Corporation to an S Corporation? Before making the switch, do you know about the Built-In Gains (BIG) Tax—and how it could cost you thousands if you don’t plan ahead? In this episode, Mike Jesowshek breaks down the Built-In Gains (BIG) Tax, a critical consideration for business owners converting from a C Corporation to an S Corporation. He explains why this tax exists, how it prevents businesses from avoiding double taxation, and the condition...

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384 results

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