Shows
Main Street Business#583 Strategic Strategies With a Self Directed IRAMark J. Kohler and Mat Sorensen reveal game-changing strategies for transforming your retirement accounts from Wall Street limitations to Main Street opportunities. Discover how to legally invest your IRA or 401(k) in high-potential assets beyond traditional stocks and mutual funds.Maximize Tax-Free Wealth: Learn Roth IRA investment strategies that minimize taxesExplore Alternative Investments: Real estate, crypto, private businesses, and moreGain Checkbook Control: Understand IRA LLC structures for flexible investingProtect Your Assets: Learn how retirement accounts shield your investmentsA comprehensive guide for entrepreneurs seeking smarter, more strategic retirement investingGet the $150 summertime discount and open your IRA to...2025-07-0226 minMain Street Business#580 The 4 Phases of Business - Don’t Make the Same Mistakes We DidIn this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen walk you through the full business lifecycle—showing you how to start lean, systemize operations, scale smart, and exit on your terms. Get ready for real-world strategies that actually work.Here are some of the highlights:Mark shares his experience in the startup phase, emphasizing the importance of not suffocating the business.Mat highlights how scaling a business involves scaling people, not just systems....2025-06-1740 minMain Street Business#579 Tax Hacks the Wealthy Use (Attorneys Break it Down)In 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, fast-paced advice that real Main Street entrepreneurs can put into action.Here are some of the highlights:Mark and Mat discuss the benefits and dr...2025-06-0454 minMain Street Business#578 The Complete Guide to Estate PlanningIn 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 the highlights:Mark emphasizes the importance of having a will, noting that 50% of Americans do not have one.Mat explains that a trust allows for more control over who gets what, when, and under what cond...2025-05-2820 minMain Street Business#577 Which LLC is Right for Your BusinessIn 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 to choose and use the right LLC to match your goals.Here are some of the highlights:Mark and Mat discuss the six types of LLCs, starting with the most common type for rental properties.Mat explains the benefits of a single-member LLC for...2025-05-1336 minMain Street Business#576 How to Set Up a Family Office Without Being Ultra-RichIn 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-making, and create a family office that supports real wealth-building.Here are some of the highlights:Mark explains the concept of a family office, emphasizing that it is not limited to billionaires but can be set up by anyone.The benefits of a family office...2025-05-0616 minMain Street Business#575 How to Turn NIL Deals Into Long-Term WealthIn 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 highlights:Mark emphasizes the similarities between athletes and entrepreneurs, highlighting the self-discipline required in both fields.Max notes that many college athletes become entrepreneurs, often owning their own businesses.The importance of treating NIL income as a business tran...2025-05-0131 minMain Street Business#573 How to Exit Your Business The RIGHT Way w/ Chris Van DusenIn 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 explain the concept of enterprise value, differentiating it from lifestyle businesses.Chris emphasizes the importance of understanding the market and strategic fit for a business looking to sell.Mark and Chris discuss the significance of re...2025-04-1630 minMain Street Business#571 How to Raise Money For Your Real Estate Deals w/ Hunter ThompsonIn 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 highlights:Mark and Hunter underline the importance of having the right strategies and tactics to attract and retain investors in a competitive market.Hunter shares insights on the difficulties of raising capital, including the need for effective marketing and investor education.Mark Ko...2025-04-0843 minMain Street Business#570 Should I Be Afraid to File a Tax Extension (Listen before April 15)In 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 to prepare better, including looking for additional write-offs.Mat clarifies that the IRS is unlikely to shut down and that savvy individuals are extending their tax returns.How rushing tax re...2025-04-021h 07Main Street Business#569 Tax Lawyer QnA: Strategies The Rich Use to Avoid Paying TaxesIn 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 entrepreneurs and investors face.Here are some of the highlights:Mark explains the benefits of short-term rentals, including accelerated depreciation and cash flow.Mark & Mat provide a detailed explanation of how short-term rentals can be grouped under the 469-4 election and the importance...2025-03-1850 minMain Street Business#568 Asset Protection and Privacy: Reality or Illusion?In 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 scams and how shady promoters convince people to buy unnecessary LLCs, trusts, and offshore entities.Mat discusses when you should separate your real estate properties into multiple LLCs vs. keeping them together in one—so you don’t overcomplicate things. Mark...2025-03-1141 minMain Street Business#566 Can an RV be Deducted on Your Taxes? (RV Tax Strategies for 2025)In 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 provide statistics on RV ownership, noting that 13% of US households own a recreational vehicle and 43 million Americans regularly go RVing.Mat discusses the concept of full-time RVers and the opportunities for work campers in RV parks.M...2025-03-0418 minMain Street Business#565 The Secrets To Taking Over ANY Niche w/Wendy StarlandIn 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 are some of the highlights:Mark J. Kohler underlines the distinction between creating art and running a business, introducing Wendy Starland as a guest who has helped many artists, including Lady Gaga, launch their careers.Wendy Starland talks about her...2025-02-2536 minMain Street Business#564 The BOI is Back! 99% of Small Business Owners Must File By March 19thIn 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 developments, including the overturning of a previous injunction and the reinstatement of BOI enforcement by FinCEN.Mat provides the new deadline for filing the BOI in 2025.Mat details the information required for the BOI, including the name of th...2025-02-2018 minMain Street Business#563 Open Forum - HSA's, Picking a CPA, Venmo & MoreIn 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 investments in top shape. Plus, they break down how their Crypto IRA can help you leverage cryptocurrency in your retirement portfolio.Here are some of the highlights:Mark discusses the importance of choosing a good tax advisor and the potential pitfalls of...2025-02-1144 minMain Street Business#562 How to Sell Your Business and Save on TaxesIn 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 strategies that will help you plan your next move with confidence!Here are some of the highlights:Mark outlines four strategies that wealthy individuals use when exiting their businesses.Emphasizes the importance of deciding who will buy the business...2025-02-0412 minMain Street Business#561 The Step-By-Step "Zero-Tax" Blueprint For Business OwnersIn 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 some of the highlights:Mark explains what you take out of your business is not what you are taxed on, using a scenario where a business owner makes $60,000 but is only taxed on $50,000 due to write-offs.Th...2025-01-3128 minMain Street Business#560 How Business Owners Hold a Family Board MeetingIn 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, making it easy for any small business owner to implement.Here are some of the highlights:Mark explains why every small business should hold a family board meeting and how it can unlock valuable tax deductions while enhancing business legitimacy.Di...2025-01-2910 minMain Street Business#600 Life Coaches: The Ultimate Tax and Legal Plan for 2025!In this episode of the Main Street Business Podcast, Mark J. Kohler shares expert tax and legal strategies designed for life coaches who want to build a thriving business. Discover why starting with an LLC is crucial, how to track expenses effectively, and smart ways to involve your family for tax benefits. With actionable insights and real-world advice, Mark helps life coaches take control of their finances and set the foundation for long-term success.Here are some of the highlights:Mark emphasizes the importance of mindset, stating that being a life coach is a business and...2025-01-2415 minMain Street Business#559 Retroactive S-Election for 2024: Why & HowIn 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 potentially save $7,000 or more with this strategic business move.Here are some of the highlights:Mark emphasizes how LLCs do not save taxes and explains the process of turning an LLC into an S corp.Discussion on the difference...2025-01-2121 minMain Street Business#558 The 1 Year Rule: How The Rich Dominate BusinessIn 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 highlights:Mark and Mat emphasizes the importance of having a strategic plan that can lay the foundation for the next 10 years ahead.Mat discusses the need for setting realistic goals and breaking them down into manageable objectives...2025-01-1435 minMain Street Business#557 The Accounting Industry Was Broken... Here's How I Fixed ItIn 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 begins by acknowledging the frustration of business owners and practitioners in the accounting industry.The disconnect between business owners and accountants, leading to frustration and apathy.Mark outlines the five major pain points for accountants: not charging enough, lack of...2025-01-0709 minMain Street Business#556 FULL BLUEPRINT: How To Build LASTING Wealth In 2025 w/ Josh JalinskiIn 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 some of the highlights:Mark Kohler welcomes Josh Jalinski, financial advisor, RIA owner, and host of the Financial Quarterback podcast.Mark begins by emphasizing the importance of building wealth and the need for a reliable quarterback for business owners.Josh discusses the significance of...2024-12-3139 minMain Street Business#554 How To Pay Yourself As An S-Corp In 2025In 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 optimizing your business structure, this episode is a must-listen for entrepreneurs and small business owners.Here are some of the highlights:Mark introduces the topic of transitioning from an LLC to an S corp, emphasizing the importance of how one pa...2024-12-2413 min