The Main Street Business Podcast hosted by Mark J. Kohler with co-host Mat Sorensen discuss complex tax and legal topics like LLCs, corporations, estate planning, raising capital, and retirement planning in an engaging and charismatic way, making it easy for anyone to understand. Mark J. Kohler has done over +10,000 consultations with clients, is a Senior Partner at KKOS Lawyers and CFO/Board Member of Directed IRA Trust Company with $2B+ in managed assets. He’s a best-selling author of six ...
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A show dedicated to educating and informing self-directed IRA and 401(k) investors on strategies, investments, legal structures, tax rules, and pitfalls. Hosted by tax lawyers Mat Sorensen and Mark Kohler who are also co-founders of Directed IRA & Directed Trust Company (https://directedira.com) where they have provided self-directed accounts for thousands of customers. They cover and discuss Roth IRAs, solo(k)s, prohibited transactions, real estate, start-ups, notes, PPMs, PE/VC Funds, UBIT ...
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#579 Tax Hacks the Wealthy Use (Attorneys Break it Down)
54:05
54:05
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54:05In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen take on your toughest tax and business questions in an open forum style. From setting up the right business structure to handling a home office deduction the smart way, they give you the tips you wish your accountant and attorney actually explained. It’s smart, fas…
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Buying Gold and other Precious Metals in your IRA
58:14
58:14
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58:14Ready to get started? Book a call with one of our IRA specialists!: https://directedira.com/appointment/ In this episode, Mat Sorensen and special guest David McAlvany explore how to buy gold, silver, platinum, and palladium in your IRA. They explain the rules, benefits, risks, and strategies—whether you’re seeking portfolio diversification, inflat…
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#578 The Complete Guide to Estate Planning
20:29
20:29
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20:29In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen explain why every adult—single or married, wealthy or not—needs a will and a revocable living trust. Learn the practical steps for setting up your estate plan, naming a trustee, and ensuring your assets stay protected and your wishes are followed. Here are some of …
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Should my Trust be the Beneficiary of my IRA?
12:47
12:47
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12:47Learn how to take control of your retirement - https://directedira.com/ In this episode, Mat and Mark dive into one of the most overlooked yet critical aspects of retirement and estate planning—who should be the beneficiary of your IRA? Should it be your spouse? Your kids? Or your trust? They break down the tax implications, legal requirements, and…
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Private Lending and Hard Money Loans with a Self-Directed IRA or Solo 401K
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38:08
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38:08To book a call with an IRA specialist!: https://directedira.com/appointment/ In this episode, Mat and Mark break down the powerful strategy of using a Self-Directed IRA for private money lending. Learn how your retirement account can act like a bank—lending money to real estate investors or businesses, earning interest and points, all while growing…
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In this podcast, Mat breaks down how he used his retirement account to purchase a real, physical rental property—and how he paid zero taxes on the rental income and six-figure profits when he sold. Most people think their retirement is locked into Wall Street investments, but Mat shows how you can use a Self-Directed IRA to invest in assets you kno…
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How Investors are Turning Hotels into Homes People Can Afford - ft. Adam Hooper & Ryan Sudeck
54:37
54:37
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54:37In this episode of the Directed IRA Podcast, I sat down with Adam Hooper and Ryan Sudek from Sage Investment Group to dive into a high-impact real estate strategy: converting underutilized hotels into naturally affordable housing. We explored how this model delivers strong investor returns while addressing the affordable housing crisis—without rely…
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#577 Which LLC is Right for Your Business
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36:59
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36:59In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen take a deep dive into the six LLC structures every entrepreneur, investor, and licensed professional should understand. Whether you're starting a business, protecting rental properties, or building wealth with a high-net-worth strategy, this episode breaks down how…
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50 Minutes of Real Talk on Self-Directed IRAs and Alternative Investing
53:19
53:19
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53:19Thinking of opening a Self-Directed IRA? Open an account today https://directedira.com/open-accounts/ In this exclusive live audience podcast, recorded at the Self-Directed IRA Summit, @MarkJKohler and I talk about how powerful the tool of self-directing is. Enjoy as we are accompanied by live attendees going over REAL self-directed investing scena…
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#576 How to Set Up a Family Office Without Being Ultra-Rich
16:23
16:23
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16:23In this episode of the Main Street Business Podcast, Mark J. Kohler shows how simple board meetings and a strategic plan can supercharge your finances. He explains how to turn ordinary family gatherings into legitimate, tax-deductible business meetings that strengthen your entity structure. Get inspired to organize your goals, sharpen your decision…
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#575 How to Turn NIL Deals Into Long-Term Wealth
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31:21In this episode of the Main Street Business Podcast, Mark J. Kohler and Max Merritt reveal how NIL athletes can turn short-term earnings into long-term wealth. From forming an LLC to electing S corp status and leveraging mega Roth strategies, they lay out the playbook every young athlete—and their advisors—should follow. Here are some of the highli…
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#574 Stock Market Falls - 3 Strategies to Take Advantage and Build Wealth
8:00
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8:00In this video, I break down 3 strategies to help you navigate a market downturn: 1) The market always comes back – History shows us time and time again that corrections are normal and the market recovers. The key is staying invested. 2) Tax loss harvesting – This is a powerful tool to offset gains and reduce your tax bill. I’ll show you how to do i…
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#573 How to Exit Your Business The RIGHT Way w/ Chris Van Dusen
30:15
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30:15In this episode of the Main Street Business Podcast, Mark J. Kohler welcomes Chris Van Dusen to unpack the biggest mistakes business owners make when trying to sell—and how to avoid them. From cleaning up your books to understanding your true enterprise value, this is your roadmap to a smarter exit. Here are some of the highlights: Mark and Chris e…
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#572 LLC Masterclass: Everything Every Business Owner Should Know!
35:47
35:47
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35:47In this episode of the Mainstreet Business podcast, host Mat Sorensen kicks off the LLC Masterclass series with the questions every entrepreneur, investor, and side hustler needs answered: Do you actually need an LLC? How do you set one up the right way? What about paying yourself? How many LLCs should you have? And which state should you form it i…
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#571 How to Raise Money For Your Real Estate Deals w/ Hunter Thompson
43:55
43:55
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43:55In this episode of the Main Street Business Podcast, Mark J. Kohler welcomes real estate investor Hunter Thompson to uncover how to raise capital legally and effectively in today’s skeptical, high-interest market. From 506(c) strategies to scaling with the fund-of-funds model, this is a must-listen for serious investors. Here are some of the highli…
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In this episode of the Directed IRA Podcast, Mat Sorensen breaks down one of the most powerful tools for building long-term, tax-free wealth: the Backdoor Roth IRA. Many high-income earners believe they’re ineligible for Roth IRAs due to income limits—but that’s where the backdoor strategy comes in. Mat walks you through how the Backdoor Roth IRA w…
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#570 Should I Be Afraid to File a Tax Extension (Listen before April 15)
1:07:30
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1:07:30In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen show how a tax extension can reduce stress, cut audit risk, and buy you time for smart tax moves. Get the facts on key deadlines, solo 401(k)s, and what to do now if you’re behind. Here are some of the highlights: Mark emphasizes that filing an extension gives time…
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Mat Sorensen and Mark J. Kohler are back with another episode of the Directed IRA Podcast—this time answering the most frequently asked questions about self-directed IRAs. Mat, the CEO of Directed IRA, requested this episode himself because he’s tired of hearing the same questions over and over(Cleary we're kidding). So, he and Mark are tackling th…
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How to Partner your IRA with others when doing Deals
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26:11In this episode of the Directed IRA Podcast, Mark Kohler and Mat Sorensen break down the mechanics of partnering your IRA with others in deals. Whether it’s pooling funds from multiple IRAs, combining accounts within a family, or structuring investments to comply with IRS rules, they cover the do’s and don’ts of co-investing. Tune in to learn how t…
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#569 Tax Lawyer QnA: Strategies The Rich Use to Avoid Paying Taxes
50:48
50:48
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50:48In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen dive into listener questions about tax and business planning. From maximizing deductions on rental properties to creative financing strategies for commercial real estate and smart ways to restructure an LLC, they address the biggest tax and business concerns entrep…
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Investing in Private Companies, Funds, and Small business with a Self Directed IRA or solo 401k
27:38
27:38
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27:38In this episode of the Directed IRA Podcast, Mark and Mat break down how to use your self-directed IRA or 401(k) to invest in private businesses, funds, and startups. We’re not talking about running another business yourself—we’re talking about leveraging your expertise to identify valuable investment opportunities. Most people think investing with…
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#568 Asset Protection and Privacy: Reality or Illusion?
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41:06
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41:06In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen give you the blueprint for bulletproof asset protection. From LLCs to trusts to holding companies, find out the smart, cost-effective strategies that work without the extra fluff. Here are some of the highlights: Mark & Mat break down the biggest asset protection s…
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Banks Are Pushing Distressed Assets—Here’s What It Means for You! with Jamison Manwaring.
33:08
33:08
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33:08Jamison Manwaring joins Mat Sorensen in the podcast to discuss a unique foreclosure deal that Neighborhood Ventures is acquiring. With rising interest rates and lenders tightening their grip, a prime multifamily property in Arcadia, Phoenix, recently went through foreclosure. Originally purchased for $18.25 million, Neighborhood Ventures secured it…
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BOI Reporting Fines Canceled for U.S. Citizens & Businesses! Big news for U.S. business owners! The Treasury Department has announced that U.S. citizens and domestic businesses will not face fines or penalties for failing to file Beneficial Ownership Information (BOI) reports after new deadlines are set. Last week, FinCEN confirmed that updated BOI…
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Self Directed Mechanics - Transfers & Rollovers
22:00
22:00
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22:00In this episode of the Directed IRA Podcast, Mark Kohler and Mat Sorensen break down the key steps to setting up and funding a self-directed retirement account. If you have an existing IRA, 401(k), or another retirement account and you're wondering how to transition into self-directing, this episode is for you. Mark and Mat discuss the importance o…
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#566 Can an RV be Deducted on Your Taxes? (RV Tax Strategies for 2025)
18:58
18:58
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18:58In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down tax-saving strategies for RV owners in 2025! Whether you're a weekend warrior or a full-time traveler, learn how to turn your RV into a business asset, claim deductions, and keep more money in your pocket. Here are some of the highlights: Mark and Mat pr…
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#565 The Secrets To Taking Over ANY Niche w/Wendy Starland
36:03
36:03
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36:03In this episode of the Main Street Business Podcast, Mark J. Kohler sits down with music industry icon Wendy Starland to talk about the dark side of streaming services. Learn why & how artists are being shortchanged and how her new platform, Music Soul, is creating a fairer, brand-integrated ecosystem for musicians, fans, and businesses alike. Here…
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#564 The BOI is Back! 99% of Small Business Owners Must File By March 19th
18:30
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18:30In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen explain FinCEN’s BOI requirement and what it means for LLCs and corporations. With compliance deadlines approaching fast, they provide expert guidance on how to file properly and avoid costly fines. Here are some of the highlights: Mark and Mat discuss the recent d…
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Is it possible to invest in crypto completely tax-free? Yes—if you use a Roth IRA! In this episode of the Directed IRA Podcast, Mat Sorensen breaks down how you can use a self-directed Roth IRA to invest in cryptocurrencies like XRP while avoiding capital gains taxes. Most people assume Roth IRAs are limited to stocks, bonds, and mutual funds throu…
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#563 Open Forum - HSA's, Picking a CPA, Venmo & More
44:25
44:25
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44:25In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen answer your top tax and legal questions. From choosing the right tax advisor (without overpaying for empty credentials) to navigating HSAs, S corp taxation, and solo 401(k) limitations—this episode is packed with practical strategies to keep your business and inves…
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Mat Sorensen and Mark J. Kohler break down the IRA LLC, also known as the Checkbook IRA, explaining how it works, when it makes sense, and how to avoid common pitfalls. As experienced tax attorneys, they clarify the rules, discuss asset protection benefits, and share real-world use cases. Whether you're investing in real estate, private loans, or o…
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#562 How to Sell Your Business and Save on Taxes
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12:07
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12:07In this episode of the Main Street Business Podcast, Mark J. Kohler explains how to successfully transition out of your business while maximizing value. From setting up a seamless family succession plan to making your business more appealing for a third-party sale, he shares practical steps to ensure a smooth and profitable exit. Tune in for expert…
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How To Find Real Estate Deals For Your Self Directed IRA With Shenoah Grove!
43:50
43:50
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43:50Finding real estate deals is the #1 challenge holding back Self-Directed IRA investors—but it doesn’t have to be! In this episode, Mat sit's down with Shenoah Grove from Texas REIAs to share proven strategies for uncovering off-market opportunities. They discuss: Why traditional MLS listings aren’t the best option for investors How to use the Notic…
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#561 The Step-By-Step "Zero-Tax" Blueprint For Business Owners
28:27
28:27
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28:27In this episode of the Main Street Business Podcast, Mark J. Kohler shares the blueprint for tax-efficient business ownership. He explains why smart bookkeeping is key, how to leverage deductions, and when to transition from an LLC to an S corp for optimal tax savings. If you’re tired of overpaying the IRS, this episode is a must-listen! Here are s…
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#560 How Business Owners Hold a Family Board Meeting
10:59
10:59
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10:59In this episode of the Main Street Business Podcast, Mark J. Kohler uncovers the secret to saving big on taxes and strengthening your business—the family board meeting. Discover how to legally write off travel, meals, and payments to family members, while staying compliant and building financial security. Mark breaks down the process step by step, …
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Self-Directed IRA Rules - Buying Real Estate and Alternative Assets.
29:44
29:44
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29:44In this episode of the Directed IRA Podcast, Mat Sorensen and Mark J. Kohler continue their deep dive into self-directed IRAs, focusing on the rules you need to follow. This is part two of their ten-part series, where they discuss what you can and cannot invest in using your IRA. They explain prohibited transactions, disqualified persons, and how t…
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#559 Retroactive S-Election for 2024: Why & How
21:55
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21:55In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen share powerful insights on why converting your LLC to an S corporation is a game-changer for tax savings. They discuss the crucial tax advantages, the importance of structuring income properly, and walk you through the filing process. Find out how you could potenti…
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#558 The 1 Year Rule: How The Rich Dominate Business
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35:32In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen explain how to create a comprehensive, actionable plan for the year ahead. They discuss the value of aligning your goals with a long-term vision and offer tips for making measurable progress while staying flexible enough to adapt as needed. Here are some of the hig…
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Wall Street isn’t telling you the whole story about your retirement accounts—they tell you what works for them. In this episode of the Directed IRA Podcast, Mat Sorensen and Mark J. Kohler kick off a 10-part series covering everything you need to know about self-directed IRAs. What is a self-directed IRA? How does it work? And why is Wall Street re…
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#557 The Accounting Industry Was Broken... Here's How I Fixed It
9:06
9:06
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9:06In this episode of the Main Street Business Podcast, Mark J. Kohler tackles the top challenges facing accountants today, from the disconnect with business owners to the need to shift from compliance to advisory roles. Learn actionable strategies to elevate your practice and thrive in the evolving tax industry. Here are some of the highlights: Mark …
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#556 FULL BLUEPRINT: How To Build LASTING Wealth In 2025 w/ Josh Jalinski
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39:34In this episode of the Main Street Business Podcast, Mark J. Kohler and Josh Jalinski discuss the key elements of successful financial planning for business owners. From annual life insurance reviews to emergency funds and disability insurance, they share practical steps to avoid costly mistakes and achieve lasting financial stability. Here are som…
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Where is Real Estate headed in 2025? w/ Jamison Manwaring
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38:55
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38:55Are you wondering how to spot a great investment opportunity in today’s real estate market? In this video, we dive into the current state of the real estate industry, focusing on multifamily properties, interest rate impacts, and strategies to navigate a challenging market. Join us as we discuss: ✔️ Why Arizona’s multifamily market is facing unique…
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#555 BOIs on Hold AGAIN - 5th Circuit Reverses Itself on 12/27/24
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8:08BOIs on Hold Again - 5th Circuit Reverses Itself on 12/27/24. A big win for small businesses in this court saga. Going live to get into what this means for you! This case has been moving fast so if you haven't filed your BOIs for your LLCs or corporations make sure your subscribed and catching the latest updates to stay in compliance. If you need h…
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Webinar: Buying Crypto in Your IRA - BTC, SOL, XRP, & More
1:04:10
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1:04:10Did you know you can use your IRA to invest in cryptocurrency? In this video, I’ll walk you through how to buy crypto like Bitcoin, Solana, and XRP using your IRA and explain the incredible tax benefits that come with it. Whether you're looking to diversify your portfolio, capitalize on crypto's growth potential, or take advantage of the tax-free o…
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#554 How To Pay Yourself As An S-Corp In 2025
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13:50In this episode of the Main Street Business Podcast, Mark J. Kohler dives into the financial benefits of transitioning to an S corp. He highlights the importance of splitting income into payroll and draws, shares his foolproof 50/50 strategy, and explains why it’s a safe and effective approach. With practical advice on avoiding IRS scrutiny and opt…
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#553 FinCEN BOI Emergency Appeal! What should you do next?
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10:18
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10:18The department of justice has filed an emergency appeal to reverse the recent court ruling on the FinCEN Beneficial Ownership Information (BOI) requirement. In this episode, Mat breaks down what this appeal means for small business owners, the potential implications for compliance, and what steps you should consider taking in the meantime. If you’r…
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#552 Tax Lawyer Q&A: Secrets To Saving Thousands In Taxes...
29:12
29:12
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29:12In this episode of the Main Street Business Podcast Mark J. Kohler and Mat Sorensen host another open forum and break down key retirement planning strategies, including the mega backdoor Roth IRA, and discuss the benefits and pitfalls of partnership structures. They also explore the potential implications of the Corporate Transparency Act following…
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Buying Crypto with your IRA - Step by Step
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16:37In this episode of the Directed IRA Podcast, Mat Sorensen and Mark J. Kohler break down everything you need to know about using a crypto IRA or crypto 401(k) to invest in top tokens like Bitcoin, Solana, and XRP. Learn the step-by-step process to open an account, fund it, and start trading—all within tax-advantaged vehicles like a Roth IRA. Discove…
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#551 ROTH IRA vs IUL: Tax Lawyers Explain The TRUTH...
38:41
38:41
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38:41In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down the complexities of Roth IRAs versus IULs. They discuss how Roths provide tax-free growth and accessibility, while IULs offer insurance benefits but demand careful financial management. Here are some of the highlights: Mark and Mat begin by introducing t…
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#550 Tax Lawyer Explains: How To BEAT Taxes As An Influencer...
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45:10In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen reveal the hidden tax traps influencers often overlook. From claiming the fair market value of gifted products to understanding which deductions won’t raise red flags, they provide practical, actionable insights to keep your business compliant and thriving. Here ar…
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