PodcastsBusinessMain Street Business

Main Street Business

Mark J Kohler and Mat Sorensen
Main Street Business
Latest episode

611 episodes

  • Main Street Business

    #608 Contrarian Real Estate investing in 2026 with Jamison Manwaring

    2/13/2026 | 32 mins.
    We challenge the fear cycle around real estate and show why disciplined contrarian buying can work in 2026. We walk through real multifamily distress, market absorption, and why basis and debt terms now matter more than flashy rent growth.

    • rates rising and bridge debt resets driving distress in capital stacks
    • absorption trends in Phoenix versus oversupply in Austin and Dallas
    • why coastal markets improved due to scarce new supply
    • buying stabilized, well‑located multifamily at 30–40% discounts
    • fixed agency debt and conservative leverage restoring cash flow
    • where single‑family rentals struggle against concessions
    • submarket selection and vintage risk to avoid capex traps
    • office at deep discounts to replacement and reposition strategies
    • timing the cycle with data, not emotion
    • our plan to expand beyond Phoenix while staying selective

    You can learn more about Jamison and Neighborhood Ventures Here - https://neighborhood.ventures/

    Please make sure you are subscribed to the podcast or the YouTube channel where these interviews play as well. Give it thumbs up, five stars, whatever you can do to help spread the good word.

    Grab my eBook 30 Unique Strategies Every Business Owner Should Know!
    You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360
    Looking to connect with a rock star law firm? KKOS is only a click away!
    Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification.
    Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
    Craving more content? Check out my Instagram!
  • Main Street Business

    #607 Open Forum — Tax Expert Answers Your Most Difficult Tax & Legal Questions!

    1/30/2026 | 31 mins.
    Are you making smart tax and legal decisions, or leaving money on the table without realizing it? In this episode of the Main Street Business Podcast, Mark J. Kohler tackles your toughest questions and breaks down real-world tax strategies, asset protection myths, and retirement planning mistakes that business owners and investors face every day.

    From selling million-dollar collectibles and avoiding unnecessary taxes, to understanding how S Corporations can impact Social Security benefits later in life, Mark tackles listener questions with practical, no-nonsense advice. You’ll learn why LLCs don’t magically reduce taxes, how charitable remainder trusts really work, and when trusts actually make sense — and when they’re a complete waste of money.

    If you’re a small business owner, investor, or high-income professional looking to legally reduce taxes, protect assets, and build long-term wealth, this episode is packed with insights you can use right now!
    You’ll learn:
    Why setting up an LLC or corporation won’t help you avoid capital gains taxes when selling high-value collectibles
    When trusts actually make sense for asset protection—and when they’re an expensive mistake
    Why Social Security has diminishing returns for high earners and how S Corporations change the math
    The rules around depreciated equipment and why you can’t “reset” depreciation with a new entity
    How self-rental real estate strategies can unlock powerful deductions for business owners
    What counts as a prohibited transaction inside IRAs and Solo 401(k)s—and what doesn’t
    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=msbp607-open-forum-toughest-tax-and-legal-questions
    Grab my eBook 30 Unique Strategies Every Business Owner Should Know!
    You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360
    Looking to connect with a rock star law firm? KKOS is only a click away!
    Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification.
    Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
    Craving more content? Check out my Instagram!
  • Main Street Business

    #606 Open Forum - Tax Strategies for Small Businesses in 2026

    1/16/2026 | 47 mins.
    In this Open Forum episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen tackle real-world tax, legal, and business questions straight from small business owners and investors. From S corporations and QBI deductions to rental real estate, asset protection myths, HSAs, and retirement account strategies, this episode cuts through bad advice and explains what actually works under current IRS rules.
    The discussion covers common traps like trying to deduct personal investing as a business, relying on so-called “privacy trusts” for asset protection, and using AI or the IRS hotline for nuanced tax advice. Mark and Mat break down why some strategies are too good to be true, how to properly structure entities across states, and what business owners should focus on in 2026 to build wealth while staying compliant.
    If you’re a business owner, investor, or high-income professional looking to understand tax strategies, retirement planning, and asset protection the right way, this episode is packed with practical guidance and hard truths. Subscribe for more expert breakdowns, drop your questions for future open forums, and check out the next episode to keep leveling up your tax and business strategy!
    You’ll Learn:
    How S corporations and the QBI deduction really work for small business owners in 2026 — and when they don’t save you money.
    Why treating personal investing as a business deduction is a tax mistake and what you can deduct legitimately.
    The truth about asset protection strategies, “privacy trusts,” and when a holding company structure actually makes sense.
    How to legally pay family members (like your children) through your business and what the IRS expects.
    What the IRS Hot Topics are right now — from HSAs and retirement plans to rental real estate tax benefits.
    How to avoid common pitfalls with solo 401(k)s, HSAs, and mixed-income strategies that cost people real dollars.
    Practical, experience-based answers to real listener questions instead of theoretical or generic advice. 
    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=msbp606-open-forum-small-business-strategies-2026 
    Grab my eBook 30 Unique Strategies Every Business Owner Should Know!
    You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360
    Looking to connect with a rock star law firm? KKOS is only a click away!
    Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification.
    Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
    Craving more content? Check out my Instagram!
  • Main Street Business

    #605 The 8-Step Strategic Plan Every Entrepreneur Needs for 2026

    1/09/2026 | 27 mins.
    Most entrepreneurs set goals every year… and most of them fail to follow through. In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down their proven, real-world process for building a strategic plan that actually works in 2026 and beyond.
    You’ll learn how to think long-term without burning out short-term, why writing your plan down is non-negotiable, and how to reverse-engineer a 10-year vision into realistic one-year action steps. Mark and Mat walk through their exact eight-step framework, covering SMART goals, realistic capacity checks, quarterly execution, accountability, and why sharing your plan with your spouse or board can make or break your success.
    If you’re a business owner, investor, or entrepreneur who wants clarity, focus, and momentum this year, this episode gives you a practical blueprint you can implement immediately. Subscribe for more Main Street business strategy, leave a comment with your 2026 goal, and check out future episodes for execution and scaling tactics!
    You’ll learn:
    Why most entrepreneurs overestimate what they can do in one year and underestimate what’s possible in ten
    How to create a clear 10-year vision and reverse-engineer it into realistic 5-, 3-, and 1-year goals
    The importance of writing your strategic plan down and why pen-to-paper thinking changes execution
    How to use SMART goals to avoid vague plans that never get finished
    When taking a step back financially is the smartest move for long-term growth
    How to break big objectives into bite-sized, actionable steps you can actually complete
    Why quarterly planning and realistic scheduling matter more than motivation
    How accountability, board meetings, and sharing your plan with your spouse can dramatically improve results
    Why your strategic plan should be flexible, reviewed regularly, and adjusted without guilt
    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=msbp605-create-your-annual-strategic-plan
    Grab my eBook 30 Unique Strategies Every Business Owner Should Know!
    You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360
    Looking to connect with a rock star law firm? KKOS is only a click away!
    Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification.
    Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
    Craving more content? Check out my Instagram!
  • Main Street Business

    #604 Year-End Equipment Purchases — When They Save Taxes (And When They Don't!)

    12/05/2025 | 29 mins.
    Buying a new truck or piece of equipment before December 31 can feel like the ultimate year-end tax hack, but this episode breaks down why that decision can either save you thousands or create a painful tax bill you never saw coming. Mark J. Kohler and Mat Sorensen walk through the real math behind deductions, bonus depreciation, basis, and business-use percentages so you don’t fall into the traps many business owners hit when rushing into a purchase for the write-off. If you’ve ever wondered whether you should buy now, wait, or skip the purchase altogether, this conversation gives you the clarity you need.
    You’ll learn how tax brackets, depreciation schedules, and financing choices impact your allowable deduction, why bonus depreciation isn’t always the smartest move, and how S-corp basis affects whether you can deduct anything at all. The guys also explain year-end timing strategies, the time value of money, and how to prioritize deductions that actually move the needle—while avoiding the mindset of treating tax planning like a last-minute school assignment.
    If you want to make smart year-end decisions, hit like and subscribe for more practical tax and wealth-building strategies. Have a question about your specific situation? Drop it in the comments! And if you’re considering a major purchase before December 31, watch this episode before heading to the dealership or equipment lot.
    You’ll learn:
    How to avoid the biggest year-end tax mistakes business owners make when rushing to buy equipment or a new truck
    Why “just because you can doesn’t mean you should” is the most important rule in year-end tax planning
    The difference between a tax deduction and a tax credit, and why confusing the two leads to expensive decisions
    How to calculate whether a year-end equipment purchase actually saves you money after factoring in your tax bracket
    Why business-use percentage determines whether your vehicle deduction is $100,000 or $30,000
    Why 100% bonus depreciation can become a trap if you finance equipment without having basis in your S corporation
    Why contractors, doctors, and other high-income earners should not automatically take bonus depreciation in one year
    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=msbp604-year-end-equipment-purchases
    Grab my eBook 30 Unique Strategies Every Business Owner Should Know!
    You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360
    Looking to connect with a rock star law firm? KKOS is only a click away!
    Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification.
    Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
    Craving more content? Check out my Instagram!

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About Main Street Business

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 decades of combined legal and tax experience Mark and Mat make complex financial topics understandable through charismatic discussions and practical education. Their goal is to empower listeners to make smarter legal and financial decisions by turning advanced concepts into clear, actionable strategies for LLCs, corporations, estate planning, tax reduction, raising capital, asset protection, and retirement planning. Mark J. Kohler is a CPA, attorney, best-selling author of six books, and a nationally recognized authority on small business tax and legal strategies. Mark serves as a Senior Partner at KKOS Lawyers and Board Member at Directed IRA Trust Company, which manages over $3 billion in assets. As the founder of the Main Street Certified Tax Advisor Program, Mark has trained thousands of CPAs and Enrolled Agents nationwide, helping millions of small business owners better navigate tax and legal strategies. Mark also co-hosts The Main Street Business Podcast along with Mat Sorensen.Mat Sorensen is an attorney, best-selling author of The Self-Directed IRA Handbook, and CEO of Directed IRA & Directed Trust Company, a leading self-directed IRA custodian with nearly $3 billion under administration. He is a national expert on self-directed retirement strategies and a Senior Partner at KKOS Lawyers. Mat also co-hosts The Main Street Business Podcast along with Mark J. Kohler.
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