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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 also learn how the home office deduction can unlock other tax savings like business mileage.

👉 Get the Free Tax Savings Starter Kit Built for Small Business Owners: https://www.taxsavingspodcast.com/starterkit

🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/

Chapters

(00:00) Why Most Business Owners Skip the Home Office Deduction
The $1,500 opportunity that too many entrepreneurs ignore

(01:00) Real Client Example: $1,100 Saved in 30 Minutes
How a quick calculation turned wasted expenses into major tax savings.

(03:00) Who Qualifies? The 2 Rules You Must Meet
Regular and exclusive use + principal place of business (with the administrative loophole explained).

(09:00) Two Ways to Calculate: Simplified vs. Actual
$5 per square foot up to 300 sq ft vs. percentage of actual costs: When to use each method.

(13:00) Where to Take the Deduction (Sole Prop vs. S-Corp)
Schedule C, Form 8829, and how to handle it with an S-Corp accountable plan

(14:30) Common Mistakes That Kill Your Deduction
From mixing personal use to failing to document properly… What to avoid

(17:30) In Summary
Why this deduction can be worth $1,500+ every year, and how it also unlocks mileage deductions

Podcast Host:

Mike Jesowshek, CPA – Founder and Host of Small Business Tax Savings Podcast
Join TaxElm: https://taxelm.com

🚀 Visit: https://www.TaxSavingsPodcast.com

🚀 Check Out TaxElm: https://taxelm.com/

🚀 Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

🚀 YouTube: www.TaxSavingsTV.com

👋🏼 GET IN TOUCH
You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in 🙏

🙏 LEAVE A REVIEW
If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotify—it helps more business owners find the show ⭐

🎙 ABOUT THE PODCAST
The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.

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 today! Click here or visit: https://taxelm.com/demo/

🚀 Build a smarter retirement strategy for your business. Visit: https://lifeincrs.com/tax-savings-podcast/

Chapters:

(00:00) How Founders Pay $0 in Taxes With QSBS

The “greatest tax exemption that exists” and why startup founders need to know it.

(00:48) What is QSBS and Who Qualifies

Key rules, industries that benefit, and those excluded (law firms, banks, services).

(03:30) Can LLCs and S Corps Still Benefit?

How to flip into a C Corp, restart the clock, and unlock bigger gains.

(06:05) Real Example: $126M of QSBS Eligibility

How flipping from LLC to C Corp can multiply your tax-free exclusion.

(08:10) New Rules From the Big Beautiful Bill and Why States Matter

Exclusion raised to $15M, partial exclusions after 3–4 years, and $75M asset threshold, plus, which states recognize QSBS?

(15:00) Don’t Be Too Early, Don’t Be Too Late

The timing mistakes founders make when setting up QSBS.

(18:30) Stacking QSBS With Trusts

How Get Dynasty helps founders create trusts for $40M+ in tax-free gains.

(23:00) Avoiding Common Mistakes

Why planning early is critical and why TikTok tax tips miss the bigger picture.

(27:30) Success Stories: Roblox and Beyond

How founders have shielded $40M–$120M from taxes using QSBS trusts.

Podcast Host:

Mike Jesowshek, CPA – Founder and Host of Small Business Tax Savings Podcast
Join TaxElm: https://taxelm.com

🚀 Visit: https://www.TaxSavingsPodcast.com

🚀 Check Out TaxElm: https://taxelm.com/

🚀 Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

🚀 YouTube: www.TaxSavingsTV.com

👋🏼 GET IN TOUCH
You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in 🙏

🙏 LEAVE A REVIEW
If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotify—it helps more business owners find the show ⭐

🎙 ABOUT THE PODCAST
The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.

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 protect your business, avoid costly penalties, and even find tax strategies that benefit both employers and contractors.

👉 Get the Free Tax Savings Starter Kit Built for Small Business Owners: https://www.taxsavingspodcast.com/starterkit

🚀 Book your free demo call today! Click here or visit: https://taxelm.com/demo/

Chapters:
(00:16) Why Misclassification Is a Major IRS Red Flag
When workers are incorrectly classified as contractors instead of employees, the employer becomes responsible for unpaid payroll taxes, Social Security, Medicare, unemployment taxes, plus penalties and interest.

(04:01) What Triggers an IRS Audit
Unemployment claims and disgruntled workers are the two most common red flags.

(05:43) The IRS 3-Factor Test
Worker status is based on behavioral control, financial control, and the overall relationship.

(09:47) Signs of an Employee vs Contractor
Clear examples that distinguish W-2 employees from 1099 contractors.

(12:29) Tax Treatment of Each Worker Type
How payroll taxes, reporting, and deductions differ between W-2s and 1099s.

(15:22) Practical Tips for Staying Compliant
Contracts, scope of work, and how to defend your classification in an audit.

(16:31) Tax Strategies for Employers
How hiring employees changes access to tools like the Solo 401(k).

(17:08) Tax Strategies for Contractors
Turning a 1099 gig into a business with deductions, retirement plans, and S Corp elections.

Podcast Host:

Mike Jesowshek, CPA – Founder and Host of Small Business Tax Savings Podcast
Join TaxElm: https://taxelm.com

🚀 Visit: https://www.TaxSavingsPodcast.com

🚀 Check Out TaxElm: https://taxelm.com/

🚀 Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

🚀 YouTube: www.TaxSavingsTV.com

👋🏼 GET IN TOUCH
You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in 🙏

🙏 LEAVE A REVIEW
If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotify—it helps more business owners find the show ⭐

🎙 ABOUT THE PODCAST
The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.