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Artwork for Main Street Business

Main Street Business

Mark J Kohler and Mat Sorensen
Asset Protection
Tax Strategies
LLC
Entrepreneurship
Real Estate
S Corporation
Wealth Building
Small Business
Tax Planning
Estate Planning
Investment Strategies
Cryptocurrency
Roth IRA
IRS
Corporate Transparency Act
Tax Deductions
Solo 401(k)
S-Corporation
Self-Employment Tax
Retirement Planning

The Main Street Business Podcast, hosted by attorneys Mat Sorensen and Mark J. Kohler, is the go-to resource for entrepreneurs, investors, and business owners who want to build, protect, and manage their wealth. Each episode explores real-world scenarios and offers practical advice on business structuring, tax planning, side hustles, real estate, self-directed retirement accounts, and more.

With d... more

PublishesWeeklyEpisodes645Founded11 years ago
Number of ListenersCategories
EntrepreneurshipBusinessManagement

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Artwork for Main Street Business

Latest Episodes

Estate planning isn’t just about what happens when you die, it’s about protecting your family, assets, and wishes along the way. Book a call with Mark and Mat’s law firm, KKOS Lawyers, to start your estate plan. 

Ready to Take the Next Step?

Work W... more

Need help executing a Backdoor Roth IRA? Book a FREE call with my team at Directed IRA where they walk you through every step of the way!: Book a Call Here

Want checkbook control over your self-directed IRA investments? Book a call with Mark and Mat... more

Before your next real estate investment, start with my law firm, KKOS Lawyers.

Our Comprehensive Tax & Business Consult helps you make sure the deal fits into the right tax, entity, and asset protection strategy before you buy. - hubs.ly/Q04... more

If you're considering buying or selling a franchise and want experienced legal guidance throughout the process, book a consult with Mat and Marks law firm KKOS Lawyers to get started: kkoslawyers.com/

Buying a franchise can be a great path t... more

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Recent Guests

Rod Khleif
Author of How to Create Lifetime Cash Flow Through Multifamily Properties; host of Lifetime Cash Flow Through Real Estate Investing podcast
Real estate investor and educator
Episode: #616 The Big Short & Rod Khleif's Story: How to Rebound
Dr. Dave
Regular listener; discusses scaling, mobile services, and real-world tax strategies
Unknown (listener/guest)
Episode: #613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
Gator Dave
Listener who asks about Trump accounts for kids
Listener
Episode: #613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
Jamison Manwaring
CEO of Neighborhood Ventures
Neighborhood Ventures
Episode: #608 Contrarian Real Estate investing in 2026 with Jamison Manwaring
Rebecca Zung
Best-selling author and negotiation expert specializing in family law and divorce cases.
Episode: #600 Protecting Your Business in Divorce - Asset Protection When a Marriage Ends
Donald Miller
Best selling author, teaches people how to consult and grow businesses
Episode: #594 Donald Miller on Why Your Brand Message Is Costing You Sales
Chris Loeffler
CEO of Caliber, the Wealth Development Company.
Caliber
Episode: #584 The Best Real Estate Opportunity in a Decade — Featuring Chris Loeffler from Caliber
Max Merritt
Attorney at KKOS Lawyers, specializes in tax planning for athletes
KKOS Lawyers
Episode: #575 How to Turn NIL Deals Into Long-Term Wealth
Chris Van Dusen
A capital growth expert helping business owners raise capital and strategically exit their businesses.
Slyco Capital
Episode: #573 How to Exit Your Business The RIGHT Way w/ Chris Van Dusen

Hosts

Mark J. Kohler
Co-host with extensive legal/tax background, KKOS Lawyers; Directed IRA / Directed Trust Company affiliations; author and educator.
Mat Sorensen
Co-host with expertise in self-directed retirement strategies; CEO of Directed IRA & Directed Trust Company; author and educator.

Reviews

4.8 out of 5 stars from 722 ratings
  • Engage My Business Brain

    Great strategies and tips on business structure, savings, estate planning. I’m glad I tuned in.

    Apple Podcasts
    5
    jpdee66
    United States9 months ago
  • Great podcast!

    Finally learning strategies and basics that I should have picked up years ago. An entertaining show that is really helping both me and my business.

    Apple Podcasts
    5
    error 1265
    United States2 years ago
  • Good information but

    Some good information, but too much self promoting, rant, negative tone, and off color comments

    Apple Podcasts
    4
    bluespirits
    United States2 years ago
  • What century are we in?

    I’m a female lawyer (we make up ~40% of the profession in the US by the way) interested in drone laws so I flipped on episode 205. Almost immediately one of the hosts said “Some of you ladies out there may be like ‘agh this is a hobby this is a guy’s thing’…. Did you want a drone at your wedding? What’s up with that? Do you want drone footage there? At a party or event? You may be closer connected to a drone than you realize”

    Such a condescending and alienating way to start an episode. And this... more

    Apple Podcasts
    1
    Morgabout
    United States2 years ago
  • Salon Owner

    This was incredibly helpful to me learning about s corp . I am super interested in doing an onboard call with either of you - you were very easy to understand and super insightful. I connected with you both via Instagram and LinkedIn . I love to grow and watch my self get successful in a world full of tax loopholes that we need help learning about. Again thank you for this podcast for small growing businesses like mine

    Apple Podcasts
    5
    MadiWeb
    United States3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

High value from real-world examples and practical frameworks.
Hosts deliver complex topics in an approachable, engaging way.
Clear, actionable guidance on business structure and taxes.
Some listeners feel the show occasionally leans into self-promotion or lighter banter.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

#616 The Big Short & Rod Khleif's Story: How to Rebound
Q: What should current real estate investors watch for in today's market?
Pay attention to debt maturities, potential refinancings, and the balance between cash flow and debt service; opportunities exist in distressed assets and sectors like senior housing if you approach with a clear plan and focus on long-term cash flow growth.
#616 The Big Short & Rod Khleif's Story: How to Rebound
Q: What was the turning point that started your rebound after the 2008 crash?
Reassessing my goals, committing to a decisive plan, and returning to my real strengths in real estate—especially multifamily—while surrounding myself with high-performance peers that pushed me to act, rather than dwell on losses.
#613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
Q: What is the best way to handle a large farm sale with a significant gain—1031 exchange vs. lazy 1031 vs. immediate investment offsets?
Several options exist, including a traditional 1031 exchange to defer gains, or a 'lazy 1031' approach where you immediately invest in depreciable property to offset gains without a 1031. The best choice depends on whether you want to preserve stepped-up basis and how you plan future depreciation and estate planning; consult a tax lawyer for a customized trifecta strategy.
#613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
Q: If a farm is being sold with a personal residence split out, should the farm be transferred into an LLC before the sale to enable business deductions in a 1031 exchange?
No. Transferring the farm to an LLC before the sale generally does not help and can hurt due to title and mortgage issues; the farm needs to be on its own title for 1031, and the LLC approach often complicates financing and carryover basis. Consider separate title and explore 1031 or other offset strategies.
#613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
Q: Is it worth setting up a Trump account for kids who are 15 and 17, given the $1,000 government contribution for new births and employer matches?
Yes, you should consider it because even without the free government grant, you can contribute up to $5,000 per year per child, and employer matches or gifts can further boost funding; the real strategic value is the ability to convert the account to a Roth IRA when the child turns 18 or later, taking advantage of projected lower tax rates.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About Main Street Business

What is Main Street Business about and what kind of topics does it cover?

The show targets entrepreneurs, investors, and business owners who want practical, legally grounded guidance on structuring entities, reducing taxes, protecting assets, and planning for wealth growth. Across episodes, listeners encounter real‑world scenarios—from estate planning and trusts to LLC and S‑Corp strategies, depreciation, and self‑directed retirement accounts—delivered with personable banter and actionable steps. A notable strength is the hosts' combined legal/tax expertise, which helps translate complex concepts into repeatable playbooks for business continuity, asset protection, and wealth optimization. The format often blends narrative anecdotes with step‑by‑step frameworks, making sophisticated planning approachable for solo ... more

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Which podcasts are similar to Main Street Business?

These podcasts share a similar audience with Main Street Business:

1. Tax Smart Real Estate Investors Podcast
2. Small Business Tax Savings Podcast
3. Directed IRA Podcast
4. BiggerPockets Real Estate Podcast
5. Real Wealth Show: Real Estate Investing Podcast

How many episodes of Main Street Business are there?

Main Street Business launched 11 years ago and published 645 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Main Street Business?

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What guests have appeared on Main Street Business?

Recent guests on Main Street Business include:

1. Rod Khleif
2. Dr. Dave
3. Gator Dave
4. Jamison Manwaring
5. Rebecca Zung
6. Donald Miller
7. Chris Loeffler
8. Max Merritt

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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