Shows
Main Street Business#587 Trump Signs The Big Beautiful Bill: What This Means for Tax PlanningPresident Trump just signed the Big Beautiful Bill into law — and it’s packed with tax breaks for small business owners, real estate investors, and everyday entrepreneurs. In this episode, tax attorney Mark J. Kohler and attorney Mat Sorensen break down the most useful strategies you can implement right now to save big.Here’s what you’ll learn:How to leverage 100% bonus depreciation for real estate, vehicles, and business equipmentWhy the QBI (199A) deduction is now a permanent win for small business ownersHow to tap into Opportunity Zones for tax-free investingThe truth about the new $40K SALT c...2025-07-1532 minMain Street Business#586 When Should I Register My LLC in a Different State?Mark J Kohler and Mat Sorensen dive deep into the world of LLC registration, revealing must-know strategies for small business owners and real estate investors. Learn how to:Properly register your business across state linesProtect your assets with the right LLC structureAvoid expensive penalties and legal pitfallsMaximize tax benefits for multi-state operationsWhether you're a rental property owner, remote business operator, or entrepreneur looking to expand, this episode is your ultimate guide to navigating complex LLC regulations. Don't make expensive mistakes - watch now and save thousands!Setup a call with a lawyer at...2025-07-0829 minMain Street Business#584 The Best Real Estate Opportunity in a Decade — Featuring Chris Loeffler from CaliberIn this insightful episode, Mat Sorensen sits down with Chris Loeffler, CEO of Caliber, to dissect the current state of the real estate market and why commercial real estate is presenting one of the best buying opportunities in over a decade. With over $2.9 billion in assets under management and development, Chris breaks down the macroeconomic and local market conditions creating value in distressed assets—especially in hotels, industrial, and multifamily sectors.They explore how real estate investors can reposition capital, the shift from the traditional 60/40 portfolio, and how individual investors—accredited or not—can participate in today’s unique...2025-07-0356 minMain 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#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 07
Directed IRA PodcastHow to Partner your IRA with others when doing DealsIn 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 to structure partnerships, avoid prohibited transactions, and maximize your self-directed retirement investing strategy.Directed IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book...2025-03-2626 minMain 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 minDirected IRA PodcastSelf Directed Mechanics - Transfers & RolloversIn 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 of understanding what type of retirement account you already have, how to take inventory of your funds, and what options are available for rolling over or transferring assets. They also highlight common mistakes people make when assuming what kind of...2025-03-0522 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#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#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#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#552 Tax Lawyer Q&A: Secrets To Saving Thousands In Taxes...In 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 its recent unconstitutional ruling, with actionable tips for trust management and entity cleanup.Here are some of the highlights:Mark and Mat clarify the difference between mega Roth 401(k) and backdoor Roth IRA.Mark expresses concerns about the partnership structure and the potential...2024-12-1729 minMain Street Business#551 ROTH IRA vs IUL: Tax Lawyers Explain The TRUTH...In 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 the topic of discussion, noting the popularity of IULs among young people and the confusion surrounding their use as a retirement alternative.Mark shares a personal anecdote about his cousin considering a life insurance policy for retirement, highlighting the need for...2024-12-1038 minMain Street Business#550 Tax Lawyer Explains: How To BEAT Taxes As An Influencer...In 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 are some of the highlights:Mark Kohler discusses the IRS's perspective on expenses and how companies that send free products to influencers can claim th...2024-12-0345 minMain Street Business#548 Open Forum - How To Legally Minimize Your TaxesIn this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen host an open forum, addressing your top tax and legal questions. They dive into why having an LLC is crucial for protecting your assets, how Medicaid clawbacks can impact your estate, and the benefits of elder law planning. Whether you're looking to safeguard your wealth or prepare for the future, this episode has essential insights.Here are some of the highlights:Mark & Mat Matt explain how Medicaid can go after significant assets if the parents have them, but the home is...2024-11-2652 minMain Street Business#546 Secrets To Supercharging Your Wealth With A HSA, FASTIn this episode of the Main Street Business Podcast, hosts Mark J. Kohler and Mat Sorensen break down the incredible tax advantages of Health Savings Accounts (HSAs). Learn how to save big with tax-deductible contributions, tax-free growth, and withdrawals for medical expenses, plus tips on FSAs, HRAs, and the IRA-to-HSA rollover strategy.Here are some of the highlights:Mark and Mat emphasize the importance of deducting 100% of health insurance premiums for self-employed individuals and S corporations.Reminder to use FSAs before the end of the year, including medical, co-pays, and dental expenses.An in-depth discussion on...2024-11-1933 minMain Street Business#545 The Tax & Legal Playbook To Buying Businesses Part 3In this episode of the Main Street Business Podcast, hosts Mark J. Kohler and Mat Sorensen share the ultimate toolkit for buying and running a small business. Whether it's managing payroll, setting up the right entity, or preparing for the unexpected, they’ve got you covered. Tune in for tips on creating a thriving company culture, building strong employee relationships, and ensuring operational excellence in the critical first 100 daysHere are some of the highlights:Mark and Mat discuss the importance of the seller's involvement in the transition, especially if the business has a strong brand as...2024-11-1521 minMain Street Business#544 The Tax & Legal Playbook To Buying Businesses Part 2In this episode of the Main Street Business Podcast, hosts Mark J. Kohler and Mat Sorensen reveal the key legal steps for buying a business, highlighting the differences between asset and stock purchases. They explain why an asset purchase agreement offers greater control, tax benefits, and protection through non-compete clauses, while exploring funding options from cash to SBA loans. With practical advice and insights, Mark & Mat emphasize the role of legal counsel in ensuring a smooth transition, reducing risks, and maximizing your investment.Here are some of the highlights:Mark and Mat begin with a discussion...2024-11-1436 minMain Street Business#543 This Law Will Cost Your Business THOUSANDS.. Do This NOWIn this episode of the Main Street Business Podcast, hosts Mark J. Kohler and Mat Sorensen bring you the latest on federal regulations that could land business owners in hot water. With the Corporate Transparency Act now in effect, they’re here to guide you through what the Business Owner Information (BOI) report is, why it matters, and how to tackle it without stress.Here are some of the highlights:Mark & Mat unpack the new federal mandate requiring business owners to file a Business Owner Information (BOI) report.Explanation of exemptions, including criteria for "large companies" an...2024-11-1235 min