Main Street Business

Main Street Business

By Mark J Kohler and Mat SorensenBusinessEntrepreneurshipManagement
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Main Street Business episodes

  • #619 The Difference Between LLCs and S-Corps for Real Estate Investors

    Get your entity structured the right way. Schedule a review to maximize your tax benefits and strengthen your asset protection. Book an Entity Structure consultation with Mark and Mats Attorneys at KKOS Lawyers. Book a Call Here.

    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...

    31 min
  • #618 What to do if you can’t pay your taxes

    Can't pay your taxes? Get a Comprehensive Tax and Business Consultation so this never happens again. 

    Book a Call Here

    Marks most recent article - https://markjkohler.com/blog/what-to-do-if-i-cant-pay-my-taxes-by-deadline

    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...

    35 min
  • #617 The Trust is the Missing Link to your Trifecta

    Don't delay get your plan in place - https://kkoslawyers.com/services/comprehensive-estate-plan/

    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...

    31 min
  • #616 The Big Short & Rod Khleif's Story: How to Rebound

    What would you do if you lost $50 million and thousands of properties overnight? In this powerful episode of the Main Street Business Podcast, real estate investor Rod Khleif shares his raw story of the 2008 crash, how he lost over 2,000 properties, and the mindset that helped him rebuild an even bigger portfolio through multifamily investing. This conversation breaks down hard-earned lessons from failure, the truth about single-family vs. multifamily investing, and why mindset is the real key to long-term success.


    We also dive into today’s real estate market — rising interest rates, distressed multifamily deals, and why massive opportunity is emerging right now. If you’re an investor, entrepreneur, or just someone trying to bounce back from setbacks, this episode will challenge how you think about risk, failure, and growth.


    Be sure to like, subscribe, and drop a comment with your biggest takeaway — and check out our other episodes on real estate, wealth building, and financial strategy!


    CHAPTERS:

    0:00 Teaser

    0:35 Rod’s Real Estate Journey and the 2008 Crash

    5:11 Losing Everything and Mindset Shift

    8:11 How to Rebuild After Failure

    14:23 Focus, Fear, and Taking Action

    17:35 Why Single-Family Houses Failed vs Multifamily

    20:28 Scaling Bigger Deals Faster

    22:01 Playing to Strengths in Business

    24:32 Today’s Multifamily Market Crisis

    25:18 Opportunity in Distressed Assets

    30:54 “Renter Nation” and Housing Trends

    32:08 New Opportunities Like Senior Housing

    33:28 How Value Creation Drives Wealth

    34:45 Power of Environment and Network


    Resources:

    Interview a Main Street Tax Pro that Speaks like Mark

    Meet with a Real Lawyer on Zoom

    Self-Direct Your IRA or 401k - Buy a Business or Real Estate with Your Retirement Account (Directed IRA)

    Keep Your LLC or Corp in good standing and Hide Your Address (Main Street Business Services)

    Become a Certified Tax Advisor in Mark’s Program:


    Connect:

    Website: markjkohler.com

    LinkedIn: https://www.linkedin.com/in/markjkohler/

    Facebook: https://www.facebook.com/markkohler/

    Instagram: https://www.instagram.com/markjkohler/

    X: https://x.com/markkohler/

    TikTok: https://www.tiktok.com/@markjkohler/

    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...

    37 min
  • #615 Why One LLC Isn’t Enough for Most Entrepreneurs

    How many business entities do you actually need as an entrepreneur? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down the real strategy behind structuring multiple businesses, protecting assets, and scaling the right way.

    They walk through the key reasons you may need separate entities, including liability protection, partnerships, exit strategies, regulatory requirements, and branding. Through real-world examples — including costly mistakes entrepreneurs make when entities aren’t properly separated — you’ll learn how to avoid exposure, structure subsidiaries correctly, and build a business framework that supports growth and long-term success.

    If you're running multiple income streams or planning to expand, this episode will help you think like a seasoned business owner. Be sure to like, subscribe, and share, and check out more content to keep building your business smarter and safer!

    You’ll learn:

    • How to determine if you need multiple business entities or just one 
    • The biggest liability mistakes entrepreneurs make when combining businesses 
    • Why an S Corp foundation is critical for tax savings and structure 
    • When to create a separate LLC for partnerships and joint ventures 
    • How to properly structure subsidiaries to actually protect your assets 
    • Real-world examples of entity setup failures—and how to avoid them 
    • When and why to separate a business for future sale or exit 
    • How branding and regulatory requirements impact your entity strategy 
    • The correct way to manage finances, payroll, and operations across entities 
    • A practical framework for scaling multiple income streams safely and efficiently

    Get a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!!

    Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp615-why-one-llc-isnt-enough

    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...

    22 min
  • #614 How Lawsuits Can Take Away Your Home (And How to Stop It!)

    If you got sued tomorrow, could you lose your home? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down the real risks to your home equity — and the smart strategies you can use right now to protect it before it’s too late. From homestead exemptions to equity stripping, this is essential knowledge every homeowner and investor needs to understand.

    We dive into how different states protect your home, when creditors can (and can’t) touch your equity, and how tools like HELOCs, retirement accounts, and domestic asset protection trusts can create powerful layers of defense. You’ll also learn the common mistakes people make — like relying too heavily on umbrella insurance or transferring assets incorrectly — and how to avoid them.

    If you're serious about protecting your wealth, minimizing risk, and building a solid financial foundation, this episode gives you a practical roadmap to do it right. Make sure to subscribe, like, and share this with someone who needs to safeguard their assets!


    You'll learn:

    • How lawsuits can impact your home equity — and when your house is actually at risk
    • What the homestead exemption is and how it protects you (state-by-state differences)
    • When and how creditors can force the sale of your home
    • The strategy behind “equity stripping” and how it can reduce your exposure
    • How HELOCs and liens can be used as a defensive asset protection tool
    • Where to safely move equity so it’s harder for creditors to reach
    • The pros and cons of domestic asset protection trusts vs. offshore trusts
    • Why umbrella insurance may not protect you the way you think
    • How to structure LLCs and entities to contain liability and protect personal assets
    • Common asset protection mistakes that could cost you everything

    Get a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!!

    Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp614-can-you-lose-your-house-in-a-lawsuit

    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...

    39 min
  • #613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business

    In this Open Forum episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen answer real questions from business owners about taxes, investing, and scaling a successful company. From the brand-new “Trump accounts” for kids to real estate tax strategies and smart ways to grow your business, this episode breaks down complex financial topics into practical advice you can actually use.

    They explain how parents might use Trump accounts to create long-term wealth for their kids, including a powerful strategy to convert those accounts into Roth IRAs later in life. You’ll also learn key tax strategies for high-profit business owners, including retirement plans, paying your kids through the business, real estate deductions, and how to balance tax savings with long-term wealth building.

    Plus, the discussion dives into real-world business growth strategies — like when to expand physical locations versus going virtual, how to attract better talent, and how to structure your business as it scales. If you’re a small business owner looking for smarter tax strategies and better ways to grow your wealth, this episode is packed with insights.

    You’ll learn:

    • How the new “Trump accounts” for kids work and when they might still make sense even without the government contribution
    • A strategy to convert a child’s Trump account into a Roth IRA to potentially create decades of tax-free growth
    • When paying your kids through your business can unlock powerful retirement strategies like a kid’s Roth IRA
    • Key tax strategies business owners with $500K+ in profit should consider to reduce taxes and build wealth
    • How retirement plans like a Solo 401(k) can help you shelter more income as your business grows
    • Why successful entrepreneurs balance tax savings with wealth-building investments
    • The difference between focusing on tax write-offs and focusing on long-term wealth creation

    Get a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!!

    Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp613-open-forum-trump-accounts-real-estate-and-growing-your-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...

    47 min
  • #612 Bonus Depreciation Explained: The Tax Strategy Everyone Gets Wrong

    Are the tax benefits of bonus depreciation and real estate investing really as powerful as they’re advertised? In this episode, Mark J. Kohler and Mat Sorensen break down the truth behind the popular tax strategy that many investors believe will dramatically reduce their taxes. The reality may surprise you.

    Using real examples, they explain how depreciation, cost segregation, and passive losses actually work — and why many investors misunderstand how those losses can (or cannot) offset income from a business or W-2 job. You’ll learn the difference between passive and active losses, why many tax pitches exaggerate the benefits, and how strategies like the self-rental rule, material participation tests, and the short-term rental loophole can legitimately change the outcome.

    If you’re considering a real estate investment mainly for the tax benefits, this discussion will help you evaluate the opportunity the right way. Taxes can enhance a good investment — but they should never be the only reason to make one. Don’t forget to like, subscribe, and share this with other entrepreneurs and investors who want smarter tax strategies!

    You’ll learn:

    • The truth about bonus depreciation and why many investors misunderstand how it actually saves taxes
    • How real estate depreciation works and why it doesn’t always offset your W-2 or business income
    • The difference between passive losses and active income (and why it matters)
    • Why investing purely for tax write-offs can actually cost you money
    • How cost segregation accelerates depreciation in real estate deals
    • The self-rental rule and how it can legally offset business income
    • When short-term rentals can unlock tax benefits that long-term rentals cannot
    • The material participation tests and why they determine whether losses count
    • Why some investment pitches exaggerate tax benefits to attract investors
    • How to evaluate whether a “tax-saving investment” actually makes financial sense

    Get a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!!

    Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp612-the-truth-about-bonus-depreciation

    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...

    45 min
  • #611 Real Estate Privacy Under Fire: FinCEN’s New Reporting Rule Explained

    Privacy is under attack again — and real estate investors need to pay attention. A new federal rule tied to FinCEN and the Corporate Transparency Act now requires certain residential real estate transfers to file a Real Estate Report disclosing personal information of LLC owners. If you’re transferring property to an LLC, buying with cash, or using creative financing without a bank involved, this could apply to you starting March 1st.

    In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down exactly when this new reporting requirement is triggered, what information must be disclosed, and the penalties for non-compliance. They also explain key exemptions — including the trust exception — and walk through potential privacy strategies using land trusts, Wyoming LLCs, and layered entity structures to help protect your name while staying compliant. If you own rental property or are actively investing in real estate, this is critical information.

    Make sure you understand the rules before your next transfer. Subscribe for weekly tax and legal strategies, leave a comment with your questions, and share this episode with other real estate investors who need to know about this change!

    You’ll Learn:

    • What the new FinCEN Real Estate Report is and why it’s being enforced
    • The three specific scenarios that trigger this new federal reporting requirement
    • What personal information must be disclosed (and who has to report it)
    • How this rule connects to the Corporate Transparency Act and beneficial ownership reporting
    • Which real estate transactions are exempt — including the trust exception
    • The risks and penalties for failing to comply
    • How transferring property to an LLC is still critical for asset protection
    • Practical privacy strategies using trusts and Wyoming LLCs
    • How to balance state-level privacy with federal reporting requirements
    • Smart next steps to stay compliant without sacrificing asset protection or overpaying for entity setups

    Get a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! 

    Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp611-fincen-real-estate-report

    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...

    21 min
  • #610 Earn Passive Income Through Rental Real Estate Investing (feat. Dustin Heiner)

    What if you could build real passive income from rental properties without becoming a landlord glued to your phone? In this episode, Mark J. Kohler interviews real estate investor and educator Dustin Heiner to break down how beginner investors can build a rental real estate business that generates consistent cash flow — without doing all the work themselves.

    Dustin shares how getting laid off pushed him to rethink everything, how he scaled to 30+ single-family homes and nearly 1,000 apartment units, and why most new investors make a critical mistake by buying property first instead of building the business first. You’ll learn why cash flow beats appreciation, how to find and properly vet property managers, how to invest out of state, and how to structure your real estate investing so you work less — not more — as you grow.

    If you’re a beginner real estate investor looking to escape the 9–5, build passive income, and create long-term financial freedom through rental properties, this episode will give you a practical roadmap to get started the right way!

    You’ll learn:

    • Why building the business before buying the property is the key to true passive income
    • The biggest mistake beginner investors make when starting in rental real estate
    • How to create consistent monthly cash flow instead of gambling on appreciation
    • Why your property manager is the “quarterback” of your investing business
    • How to properly interview and vet property managers before you buy
    • The difference between owning rentals and owning a rental business
    • How to structure partnerships the right way (and when to avoid them)
    • Why cash flow investing helped Dustin thrive during the 2008 crash
    • A practical roadmap beginners can follow to build long-term financial freedom through rental properties

    Get a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! 

    Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp610-dustin-heiner-passive-income-with-rental-real-estate

    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...

    36 min

About Main Street Business

From the publisher's feed

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,…

Best of Main Street Business

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