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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

27:20

Tax Q&A: Short-Term Rentals, 1099 Confusion, Entity...

Small Business Tax Savings Podcast ·

2025/02/12

Send us a text Have you ever considered how advanced tax strategies, from customized retirement contributions to optimizing home office deductions, might lower your overall tax burden? In this Q&A episode, host Mike Jesowshek answers listener questions on various tax topics. He covers issues ranging from retirement planning strategies, such as after‑tax contributions and Roth conversions in a solo 401(k), to the proper methods for paying oneself as a sole proprietor versus an S c...

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21:53

2025 Tax Changes Every Small Business Owner Needs To...

Small Business Tax Savings Podcast ·

2025/02/05

Send us a text Are you making the most of the new 2025 tax changes, or could a simple tax strategy adjustment save you thousands? In this episode, Mike breaks down key tax changes for 2025 that small business owners need to know. He covers adjustments to tax brackets, increases in the standard deduction, new mileage rates, retirement contribution limits, and updates to gift and estate tax exclusions. He explains how these changes impact tax planning, emphasizing strategies to optimize deduc...

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10:05

Book Launch! Small Business Tax Savings Handbook

Small Business Tax Savings Podcast ·

2025/01/29

Send us a textAre you tired of overpaying on taxes and looking for straightforward strategies to save money while growing your business?In this episode, Mike Jesowshek announces the launch of his new book, Small Business Tax Savings Handbook. The book aims to help small business owners, entrepreneurs, and freelancers reduce taxes legally and build financial stability. Designed to be accessible and action-oriented, it includes proven tax strategies, practical examples, and end-of-chapter check...

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24:13

Build Your Own Family Office—Start Saving Taxes and...

Small Business Tax Savings Podcast ·

2025/01/22

Send us a textWhat if you could apply the wealth-building strategies of billionaires to your own small business? In this episode, Mike Jesowshek demystifies the concept of a family office, traditionally associated with the ultra-wealthy, and explains how small business owners can adopt similar strategies to build wealth, optimize taxes, and create a legacy. He details the roles and responsibilities within a family office, such as tax strategists, attorneys, and financial advisors, and ou...

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31:44

Retirement Moves You Can Still Make for 2024 Taxes

Small Business Tax Savings Podcast ·

2025/01/15

Send us a textAre you maximizing your tax savings while building your retirement plan, or leaving opportunities on the table?In this episode, Mike Jesowshek is joined by Matt Ruttenberg to discuss strategies for reducing your 2024 tax bill through retirement contributions and planning. They highlight key deadlines for individual and employer contributions, such as the April 15th cutoff for IRAs and the extended filing deadlines for employer contributions. They also delve into options like sol...

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20:34

Maximize Your Wealth In 2025 - Create Your Financial...

Small Business Tax Savings Podcast ·

2025/01/08

Send us a textHow prepared are you to make 2025 your best financial year yet?In this episode, Mike Jesowshek dives into strategic financial planning for 2025, emphasizing the importance of a financial summary document, proactive tax planning, and long-term strategic business planning. He explains how to create a comprehensive financial summary, differentiate between tax preparation and tax planning, and implement actionable goals to achieve financial clarity and growth. By focusing on yearly ...

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18:58

The New IRS Rule That Could Cost Your Business THOUSANDS

Small Business Tax Savings Podcast ·

2025/01/01

Send us a textAre you prepared for the IRS’s new 1099-K reporting rules and how they could impact your business's bottom line?In this episode, Mike Jesowshek discusses the significant changes to the IRS 1099-K rule and its potential impact on small businesses, freelancers, and online sellers. The rule, initially requiring payment processors to report income over $20,000, is being gradually lowered to $600 by 2026. Mike explains how this rule aims to address underreported income and outlines t...

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19:26

Tax Expert Explains How To Get Ahead of 99% of...

Small Business Tax Savings Podcast ·

2024/12/25

Send us a textWhat if a few simple shifts in your business structure and financial habits could set you ahead of 99% of companies?In this episode, Mike Jesowshek, a CPA and founder of Taxelm, shares practical strategies for small businesses to gain a competitive edge without requiring massive investments or risky tactics. He emphasizes the importance of establishing a proper entity structure as the foundation for growth, maintaining an accurate and cloud-based bookkeeping system, and utilizin...

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19:24

Why Your 401(k) Explodes After You Save $100,000

Small Business Tax Savings Podcast ·

2024/12/18

Send us a textWhat if the key to unlocking exponential growth in your 401k is simply reaching $100,000? Could this milestone be the turning point for your financial freedom?In this episode, Mike Jesowshek dives into the concept of why your 401k experiences explosive growth after reaching a $100,000 threshold. He explains the mechanics of compounding interest, the rule of 72, and how starting early can significantly impact retirement savings. Mike also introduces the idea of self-funded retire...

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27:54

Tax Questions Answered: Vehicle Deductions, Entity...

Small Business Tax Savings Podcast ·

2024/12/11

Send us a textDid you know you can maximize your HSA contributions even if you switch to a high-deductible health plan late in the year?In this episode of the Small Business Tax Savings Podcast, Mike Jesowshek answers listener-submitted tax and business-related questions, covering topics such as HSA contributions, structuring multiple businesses, employing children, vehicle deductions, the Employee Retention Tax Credit (ERC), and year-end tax planning strategies. He emphasizes the importance ...

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16:00

Master Tax Loss Harvesting: Maximize Your Savings Today!

Small Business Tax Savings Podcast ·

2024/12/04

Send us a textWhat if you could offset your investment gains by strategically selling at a loss—are you making the most of your tax-saving opportunities? In this episode, Mike explains the tax strategy of tax loss harvesting, which involves selling investments at a loss to offset gains in other areas, ultimately reducing tax liability. The episode covers how to execute this strategy, the wash sale rule, and common mistakes to avoid. Key points include understanding the wash sale rule, wh...

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25:19

Income Timing Hacks: Slash Your Taxes in High and...

Small Business Tax Savings Podcast ·

2024/11/27

Send us a textAre you making the most of year-end tax strategies to reduce your tax liability?In this episode, Mike Jesowshek, CPA and owner of TaxElm, dives into essential year-end tax planning strategies for business owners, focusing on income timing, deductions, and proactive spending decisions. He explains how understanding current and projected income is key for effective tax planning, particularly for cash basis businesses. Strategies covered include prepaying expenses, delaying receipt...

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32:49

Ultimate Tax Strategy Checklist for Year-End Success...

Small Business Tax Savings Podcast ·

2024/11/20

Send us a textAre you making the most of your tax-saving strategies before the year closes?In this episode, Mike Jesowshek provides a comprehensive checklist of essential tax strategies to implement before the end of 2024. As a CPA and founder of Tax Helm, he emphasizes maximizing tax deductions, making necessary payments, and properly documenting strategies to avoid IRS issues. Mike covers everything from pre-tax versus after-tax spending and utilizing the Augusta Rule to managing self-emplo...

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30:07

Advanced Tax Strategies For Business Owners (SIMPLIFIED)

Small Business Tax Savings Podcast ·

2024/11/13

Send us a textAre you overpaying on taxes and missing out on key deductions that could boost your business's bottom line?In this episode, CPA Mike Jesowshek shares advanced tax strategies that empower business owners to significantly reduce their tax liabilities while building wealth. Mike addresses common challenges business owners face when minimizing taxes and introduces actionable tactics such as the 14-day home rental rule, implementing an accountable plan, and leveraging charitable cont...

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17:43

The ULTIMATE Guide to an Accountable Plan for Your...

Small Business Tax Savings Podcast ·

2024/11/06

Send us a textAre you missing out on key tax deductions by mixing personal and business expenses?In this episode, Mike Jesowshek discusses the importance of setting up an accountable plan for businesses, especially S and C corporations. He breaks down how accountable plans allow business owners to reimburse themselves for personal expenses with a business use, ensuring that the reimbursements are not taxable. Mike emphasizes key requirements for an accountable plan, such as having a bus...

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16:36

Harris vs Trump | How The Election Will Impact Your LLC

Small Business Tax Savings Podcast ·

2024/10/30

Send us a textHow could the upcoming election shape the future tax landscape for LLCs, and what strategies can business owners consider now to stay ahead?In this episode, Mike Jesowshek explores how the upcoming 2024 presidential election could impact LLCs, particularly small business owners. He provides a non-partisan analysis of both the Harris and Trump campaign proposals regarding corporate tax rates, capital gains, and other tax policies. Highlighting potential implications for tax plann...

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14:08

Guide To Building A Mega Backdoor Roth

Small Business Tax Savings Podcast ·

2024/10/23

Send us a textDo you know how to unlock the power of tax-free retirement savings using a Mega Backdoor Roth? In this episode, Mike Jesowshek provides a beginner's guide to building a Mega Backdoor Roth IRA in 2024. He explains the differences between traditional and Roth IRAs, then details how to maximize retirement savings using the Mega Backdoor Roth strategy. Mike breaks down the steps for contributing beyond standard limits, focusing on how business owners can utilize solo 401(k) pla...

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24:34

Listener Q&A with Mike Jesowshek CPA

Small Business Tax Savings Podcast ·

2024/10/16

Send us a textHave you ever wondered if you could deduct a mentorship program paid for on your personal card before starting your business?In this episode, Mike Jesowshek, a CPA, hosts a listener Q&A session addressing various tax-related questions from small business owners. He covers topics such as deducting business expenses, managing mentorship payments, selling a business, and handling high medical costs for business owners. Mike provides clear guidance on tax planning strategies and...

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10:20

Buy, Borrow, Die Paradox: How The Rich Get Richer...

Small Business Tax Savings Podcast ·

2024/10/09

Send us a textWhat if you could grow your wealth, avoid taxes, and pass on your assets to your heirs without capital gains?In this episode, Mike discusses the *Buy, Borrow, Die* strategy—a powerful tax avoidance method used by the wealthy to preserve and grow wealth. By buying appreciating assets, borrowing against them tax-free, and passing them on to heirs with a stepped-up basis, individuals can minimize taxes on both capital gains and inherited wealth. Mike breaks down how this strategy c...

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27:02

The TRUTH about 1099 Reporting for Business Owners

Small Business Tax Savings Podcast ·

2024/10/02

Send us a textDo you know the different types of 1099 forms your business may need to file?In this episode, host Mike Jesowshek is joined by Christina Wright from Tax Bandits to discuss everything business owners need to know about 1099 forms. The conversation covers different types of 1099s, when they need to be filed, and who is required to receive them. Christina provides insights into the importance of collecting W-9 forms, staying organized with vendor payments, and filing 1099s accurate...

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384 results

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