Small Business Tax Savings Podcast

EXPLORE

Society & Culture

Health & Fitness

© 2024 PodJoint

https://is1-ssl.mzstatic.com/image/thumb/Podcasts211/v4/14/13/0b/14130b8a-f8e3-1a26-8b13-8d65e1d343c7/mza_18347499948315510157.jpg/600x600bb.jpg

Small Business Tax Savings Podcast

Mike Jesowshek, CPA

392 episodes

5 days ago

If you are already behind on your taxes in January, there are four tax tasks you cannot skip. In this episode, we break down the four financial tasks every business owner needs to complete in January to start 2026 clean and organized. Mike explains why unfinished bookkeeping leads to missed deductions and unnecessary stress, how to properly review your financials, and why most tax issues begin long before filing season. We also cover the importance of creating a simple financial summary docum...

Show more...

Entrepreneurship

All content for Small Business Tax Savings Podcast is the property of Mike Jesowshek, CPA and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

If you are already behind on your taxes in January, there are four tax tasks you cannot skip. In this episode, we break down the four financial tasks every business owner needs to complete in January to start 2026 clean and organized. Mike explains why unfinished bookkeeping leads to missed deductions and unnecessary stress, how to properly review your financials, and why most tax issues begin long before filing season. We also cover the importance of creating a simple financial summary docum...

Show more...

Entrepreneurship

Episodes (20/392)

Small Business Tax Savings Podcast

Welcome to 2026: Make These 4 Financial Moves Right Now

If you are already behind on your taxes in January, there are four tax tasks you cannot skip. In this episode, we break down the four financial tasks every business owner needs to complete in January to start 2026 clean and organized. Mike explains why unfinished bookkeeping leads to missed deductions and unnecessary stress, how to properly review your financials, and why most tax issues begin long before filing season. We also cover the importance of creating a simple financial summary docum...

5 days ago

15 minutes

Small Business Tax Savings Podcast

The 1099 Rules Every Small Business Owner Needs to Know Before January 31

Are you still guessing when it comes to 1099s? Most business owners are. And every January, that confusion turns into stress, penalties, and last-minute cleanup that could have been avoided. In this episode, Mike Jesowshek breaks down everything small business owners need to know about 1099-NEC and 1099-MISC forms, who needs one, who doesn't, the deadlines and the penalties that add up fast. If you want January to feel calm instead of chaotic, this episode gives you the clear rules and ...

1 week ago

17 minutes

Small Business Tax Savings Podcast

Merry Christmas and Thank You for Listening!

Send us a text Happy Holidays, and thank you. This episode is a personal thank-you to the Small Business Tax Savings Podcast community. We reflect on nearly eight years of the show, including over 400 episodes and more than 1.5 million downloads. At the core of this podcast is one mission; Helping small business owners pay the least amount in taxes legally, without stress or confusion. Let’s make 2026 the year you get proactive about tax planning from the start. If thi...

2 weeks ago

4 minutes

Small Business Tax Savings Podcast

The Biggest Tax Planning Mistakes Business Owners Will Regret in 2026 with Mark J. Kohler

Send us a text Do you really have your tax planning handled? The thing is, many business owners are making a critical mistake that will become even more expensive by 2026. In this episode, Mike Jesowshek, CPA, sits down with Mark J. Kohler to expose the biggest tax planning failure business owners make. Confusing knowing strategies with actually applying them. Mark explains why tax savings disappear at the implementation level, how poor execution creates long-term consequences, and why retire...

3 weeks ago

22 minutes

Small Business Tax Savings Podcast

Q&A | LLC or Not, Home Office vs Augusta Rule, and Hiring Kids the Right Way

Send us a text If you’re a new business owner, you've probably wondered if you are doing any of this correctly. Should you get an LLC? Do you file a Schedule C? Can you hire your kids? Does a home office hurt you when you sell your house? In this episode, Mike walks through real questions from listeners and gives clear answers to the tax issues that confuse most new entrepreneurs. From 1099 income and deductions to home office rules, the Augusta Rule, and hiring your kids, this Q&A hits t...

1 month ago

22 minutes

Small Business Tax Savings Podcast

Year-End Tax Strategies Every Business Owner MUST Do Before December 31

Send us a text Year-end is the last chance to lock in major tax savings for your business. In this episode, Mike walks through the exact steps business owners need to take now, from S Corp requirements and accountable plans to AGI phaseouts, QBI planning, and the Augusta Rule. You’ll also learn how to hire your kids correctly, hit retirement deadlines, use timing strategies as a cash-basis filer, harvest tax losses, and document every move so you enter tax season clean, organized, and ready. ...

1 month ago

26 minutes

Small Business Tax Savings Podcast

Write It Off Now. Depreciation, Capitalization Policy, and the 100% Bonus Rule

Send us a text What if you could buy a computer, a machine, or new equipment and deduct the entire cost in the first year instead of waiting 5, 10, or even 30 years? Thanks to major updates in the One Big Beautiful Bill, you can now take a full write-off upfront. We break down how depreciation works, when to expense versus capitalize, and how the updated bonus depreciation and Section 179 rules give owners more control over their tax bill. You’ll learn how to time asset purchases, when to avo...

1 month ago

20 minutes

Small Business Tax Savings Podcast

He Makes $300K+ with an S-Corp… But Paid Way Too Much in Taxes! Live Tax Audit

Send us a text Most S Corp owners follow the right steps, but still pay more tax than they should. A business earning over 300K can lose thousands simply by underusing core strategies. In this live case study, Mike Jesowshek, CPA, reviews a seven-figure business with an S Corp structure, a salary in place, and a record year of profit. You will see why this owner paid 30K in taxes and how that number can be reduced. If you feel like your tax plan has stopped working, this breakdown gives you a...

1 month ago

42 minutes

Small Business Tax Savings Podcast

How to Hire Your Kids and Save $12,000 in Taxes (Legally)

Send us a text What if you could pay your kids a salary, take a business deduction, and teach them real financial skills at the same time? In this episode, Mike Jesowshek, CPA, explains how to legally hire your children in your business, what the IRS actually allows, and how to do it correctly so you avoid audits and penalties. You’ll learn the rules for paying your kids under age 18, how to document their work, how much you can pay them tax-free, and how this strategy can double as a wealth-...

2 months ago

17 minutes

Small Business Tax Savings Podcast

Rent Your Home to Your Business Tax-Free | Augusta Rule 101

Send us a text If you’ve ever wanted to move money from your business to yourself without paying extra tax, this episode is for you. In this episode, you’ll learn how the Augusta Rule, also called the 14-Day Home Rental Rule, lets business owners rent their personal homes to their own business and receive that income completely tax-free. You’ll also learn exactly how to document it, what proof the IRS expects, and the common mistakes that can get this strategy disallowed. 👉 Get the Free Tax...

2 months ago

14 minutes

Small Business Tax Savings Podcast

How to Reimburse Yourself Tax-Free (The Accountable Plan Explained)

Send us a text If you’ve ever paid for business expenses out of pocket, like your phone bill, internet, or home office, and wondered if you can get reimbursed without paying more tax, this episode is for you. In this episode, you’ll learn how an Accountable Plan lets business owners legally reimburse themselves and their employees tax-free. You’ll also discover the 4 key rules every plan must follow to stay IRS-compliant, and the most common mistakes that lead to audit trouble. 👉 Get the Fr...

2 months ago

14 minutes

Small Business Tax Savings Podcast

Turn Medical Bills Into Tax Deductions (4 Ways to Deduct Health Costs)

Send us a text A single medical bill can wipe out your profits. But health expenses don’t have to drain your cash flow. In this episode, you’ll learn three powerful ways to turn your medical costs into legitimate tax deductions. From self-employed health insurance and Health Savings Accounts (HSAs) to Section 105 reimbursement plans and employee health benefits, these strategies can help business owners save thousands while staying fully IRS-compliant. 👉 Get the Free Tax Savings Starter...

2 months ago

17 minutes

Small Business Tax Savings Podcast

Why Every Family Needs a Trust & LLC (Not Just the Rich)

Send us a text Trusts aren’t just for the rich. Every family can benefit from one. A revocable living trust can simplify estate planning, avoid probate, and create a foundation for generational wealth. In this episode, Mike Jesowshek, CPA, sits down with Jack Fiveash, attorney and co-founder of The Co Letter, to talk about how families can use a simple trust and LLC structure to build long-term stability, protect assets, and involve their children in smart financial stewardship. They cover ho...

2 months ago

30 minutes

Small Business Tax Savings Podcast

Advanced Tax Strategies the Ultra-Wealthy Use (and How You Can Too)

Send us a text If you earn over $250,000 or plan to sell a highly appreciated asset, this episode could save you hundreds of thousands in taxes. Most business owners stop at basic deductions and retirement plans, but the wealthy use strategies that go far beyond that. In this episode, we break down the five categories of advanced tax planning, when they apply, and how to use them the right way. 👉 Get the Free Tax Savings Starter Kit Built for Small Business Owners: https://www.taxsavi...

3 months ago

17 minutes

Small Business Tax Savings Podcast

Turn Everyday Expenses Into Deductions (Max Out Your Tax Savings)

Send us a text Are you spending money the wrong way? Every dollar is either pre-tax or after-tax money. Knowing the difference is the key to thousands in tax savings. In this episode, we cover how to turn everyday expenses into business deductions. From meals and travel to home office and even hiring your kids, you’ll learn the mindset shift that could save you thousands each year. 👉 Get the Free Tax Savings Starter Kit Built for Small Business Owners: https://www.taxsavingspodcast.co...

3 months ago

19 minutes

Small Business Tax Savings Podcast

Live Case Study: How We Cut $20K+ Off His Tax Bill (Step by Step)

Send us a text What happens when you take a real small business owner, put them in the hot seat, and break down their tax strategy live? That’s what we’re doing in this episode. Eric runs a successful appraisal business, pays himself through an S-Corp, and last year wrote a $50,000 check to the IRS. Did he really have to? Mike digs into Eric’s setup and reveals how simple shifts could slash his tax bill. From adjusting his salary to using the Augusta Rule, hiring kids, and planning for real ...

3 months ago

44 minutes

Small Business Tax Savings Podcast

Auto Deductions Explained: The 2025 Tax Rules You Need to Know

Send us a text Most business owners are driving right past thousands in tax savings without realizing it. In 2025, the IRS raised the standard mileage rate to 70 cents per mile, but that’s only the beginning. In this episode, Mike breaks down exactly how to structure your auto deductions, avoid costly mistakes, and choose between the mileage method and actual expenses. 👉 Get the Free Tax Savings Starter Kit Built for Small Business Owners: https://www.taxsavingspodcast.com/starterkit 🚀 Book y...

3 months ago

22 minutes

Small Business Tax Savings Podcast

The Home Office Deduction Explained: How to Save Up to $1,500 a Year

Send us a text Do you have a home office? The desk you’re sitting at could save you up to $1,500 a year in taxes. Many business owners skip this deduction because they think they don’t qualify or fear an IRS audit. The truth is, most do qualify. One client of mine saved $1,100 in just 30 minutes by setting it up. In this episode, Mike Jesowshek, CPA, explains who qualifies, the two ways to calculate it, how to document properly, and the mistakes that cause business owners to miss out. You’ll ...

4 months ago

22 minutes

Small Business Tax Savings Podcast

Sell Your Company with $0 Taxes? QSBS Explained

Send us a text Some entrepreneurs sell their companies and walk away with zero federal taxes. How? This is thanks to a strategy called QSBS. In this episode, tax strategist Alessandro of Get Dynasty breaks down Qualified Small Business Stock, new changes from the “Big Beautiful Bill,” and how founders can use trusts to multiply tax-free exits. If you’re building or investing in startups, this could be the single most powerful tax break you’ll ever use. 🚀 Book your free demo call tod...

4 months ago

32 minutes

Small Business Tax Savings Podcast

Independent Contractor or Employee? Hiring Mistakes That Trigger an IRS Audit

Send us a text Misclassifying workers is one of the biggest mistakes a business owner can make. It might seem cheaper to pay someone as a 1099 contractor, but if the IRS says they should be a W-2 employee, you’re looking at back taxes, penalties, and possible audits that could cripple your business. In this episode, Mike breaks down the IRS framework for worker classification, the red flags that trigger audits, and the tax differences between employees and contractors. You’ll learn how to pro...

4 months ago

22 minutes