
#478 Four Case Studies of Common Main Street Business Owners
Get every episode summarized
Each time Main Street Business publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
About this episode
In this episode of the Main Street Business Podcast, hosts Mark J Kohler and Mat Sorensen offer their expertise on wealth building strategies, tax planning, and legal perspectives for both budding and seasoned entrepreneurs. They discuss four case studies, each bringing unique circumstances and challenges to the table.
Here's what you can look forward to:
- An exploration of how to buy real estate with an IRA or 401K, providing an alternative to traditional investment options.
- An in-depth discussion about the potential of rental properties as a small business, and how to leverage tax write-offs for passive loss carry forward.
- Advice on the process and considerations of selling a business, from structuring the deal to tax implications.
- Insights into the potential of using a Charitable Remainder Trust (CRT) as a tax-saving strategy during the sale of business or real estate.
- They touch on important legal structures, such as S corporations and LLCs, and their role in protecting assets and saving on taxes.
- Lastly, they explore the concept of the 'long game' in real estate investment and how the benefits compound over time.
This episode is a must-listen for anyone interested in real estate investment, tax-saving strategies, and those planning to buy or sell a business.
Ready to Take the Next Step?
Work With Mat & Mark’s Law Firm
Get strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawyers.
[Book a Call with KKOS Lawyers]
Take Control of Your Retirement
Want to invest your IRA or 401(k) in assets you actually understand? Check out our self-directed trust company Directed IRA.
[Learn More About Directed IRA]
Free Resources
Mat Sorensen’s Optimal Order of Investing Guide
Learn how to prioritize where your money should go and build a smarter investing strategy.
[Download the Free Guide]
Mark J. Kohler’s 30-Point Tax Guide
Discover practical tax strategies and planning opportunities every business owner and investor should know.
[Download the Free Guide]
Get More From Mat & Mark
Watch on YouTube
Tax strategies, business planning, investing, asset protection, and more.
[Visit the YouTube Channel...
Get every episode summarized
Each time Main Street Business publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
Hosts & guests
No transcript yet
This episode has not been transcribed. Request it and it moves to the front of the queue.
More episodes
More from Main Street Business

#636 Building Wealth Through Alternative Assets with Yvette Spillman
Main Street Business

#635 Top 10 Crypto Tax-Strategies for 2026
Main Street Business

#634 Revocable Vs Irrevocable Trusts - What You Need to Know
Main Street Business

#633 Backdoor Roth IRA Explained: Get Around the Income Limit
Main Street Business