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Main Street Business

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Rating
★★★★★
4.8
from
584 reviews
This podcast has
621 episodes
Language
English
Date created
2015/06/27
Latest episode
2026/04/21
Average duration
34 min.
Release period
10 days

Description

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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#618 What to do if you can’t pay your taxes
2026/04/21
Can't pay your taxes? Get a Comprehensive Tax and Business Consultation so this never happens again.  Book a Call Here - https://meetings.hubspot.com/kkos-lawyers/15-minute-client-advisor-interview?utm_campaign=38780806-2026%20Live%20Events&utm_source=MSB%20Podcast&utm_content=EP617 Marks most recent article - https://markjkohler.com/blog/what-to-do-if-i-cant-pay-my-taxes-by-deadline 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/markjkohlerCraving more content? Check out my Instagram! 
#617 The Trust is the Missing Link to your Trifecta
2026/04/15
Don't delay get your plan in place - https://kkoslawyers.com/services/comprehensive-estate-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/markjkohlerCraving more content? Check out my Instagram! 
#616 The Big Short & Rod Khleif's Story: How to Rebound
2026/04/07
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 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/markjkohlerCraving more content? Check out my Instagram! 
#615 Why One LLC Isn’t Enough for Most Entrepreneurs
2026/03/27
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 efficientlyGet 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 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/markjkohlerCraving more content? Check out my Instagram! 
#614 How Lawsuits Can Take Away Your Home (And How to Stop It!)
2026/03/20
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 riskWhat the homestead exemption is and how it protects you (state-by-state differences)When and how creditors can force the sale of your homeThe strategy behind “equity stripping” and how it can reduce your exposureHow HELOCs and liens can be used as a defensive asset protection toolWhere to safely move equity so it’s harder for creditors to reachThe pros and cons of domestic asset protection trusts vs. offshore trustsWhy umbrella insurance may not protect you the way you thinkHow to structure LLCs and entities to contain liability and protect personal assetsCommon asset protection mistakes that could cost you everythingGet 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 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/markjkohlerCraving more content? Check out my Instagram! 
#613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
2026/03/13
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 contributionA strategy to convert a child’s Trump account into a Roth IRA to potentially create decades of tax-free growthWhen paying your kids through your business can unlock powerful retirement strategies like a kid’s Roth IRAKey tax strategies business owners with $500K+ in profit should consider to reduce taxes and build wealthHow retirement plans like a Solo 401(k) can help you shelter more income as your business growsWhy successful entrepreneurs balance tax savings with wealth-building investmentsThe difference between focusing on tax write-offs and focusing on long-term wealth creationGet 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 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/markjkohlerCraving more content? Check out my Instagram! 
#612 Bonus Depreciation Explained: The Tax Strategy Everyone Gets Wrong
2026/03/06
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 taxesHow real estate depreciation works and why it doesn’t always offset your W-2 or business incomeThe difference between passive losses and active income (and why it matters)Why investing purely for tax write-offs can actually cost you moneyHow cost segregation accelerates depreciation in real estate dealsThe self-rental rule and how it can legally offset business incomeWhen short-term rentals can unlock tax benefits that long-term rentals cannotThe material participation tests and why they determine whether losses countWhy some investment pitches exaggerate tax benefits to attract investorsHow to evaluate whether a “tax-saving investment” actually makes financial senseGet 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 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/markjkohlerCraving more content? Check out my Instagram! 
#611 Real Estate Privacy Under Fire: FinCEN’s New Reporting Rule Explained
2026/02/27
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 enforcedThe three specific scenarios that trigger this new federal reporting requirementWhat personal information must be disclosed (and who has to report it)How this rule connects to the Corporate Transparency Act and beneficial ownership reportingWhich real estate transactions are exempt — including the trust exceptionThe risks and penalties for failing to complyHow transferring property to an LLC is still critical for asset protectionPractical privacy strategies using trusts and Wyoming LLCsHow to balance state-level privacy with federal reporting requirementsSmart next steps to stay compliant without sacrificing asset protection or overpaying for entity setupsGet 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 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/markjkohlerCraving more content? Check out my Instagram! 
#610 Earn Passive Income Through Rental Real Estate Investing (feat. Dustin Heiner)
2026/02/25
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 incomeThe biggest mistake beginner investors make when starting in rental real estateHow to create consistent monthly cash flow instead of gambling on appreciationWhy your property manager is the “quarterback” of your investing businessHow to properly interview and vet property managers before you buyThe difference between owning rentals and owning a rental businessHow to structure partnerships the right way (and when to avoid them)Why cash flow investing helped Dustin thrive during the 2008 crashA practical roadmap beginners can follow to build long-term financial freedom through rental propertiesGet 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 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/markjkohlerCraving more content? Check out my Instagram! 
#609 Should You Contribute to Your Traditional IRA, or Go Roth Instead?
2026/02/20
Should you take the tax deduction today… or build tax-free wealth for tomorrow? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down the Roth vs. Traditional IRA debate and explain why the “lower tax bracket in retirement” argument doesn’t always hold up in the real world. They walk through the math, the mindset, and the long-term strategy behind both options — including inheritance planning, self-directing for higher returns, tax rate uncertainty, flexibility in retirement, and why most entrepreneurs don’t actually earn less in retirement. You’ll also learn how the backdoor Roth IRA works for high-income earners and how to use creative tax strategies to offset Roth conversions. If you’re rushing to make a last-minute IRA contribution before the tax deadline, this episode could change your decision. Make sure you understand the long-term consequences before chasing a short-term deduction! You’ll learn: The real difference between a Roth IRA and a Traditional IRA — and why the math isn’t the whole storyWhy the “you’ll be in a lower tax bracket in retirement” argument often fails for entrepreneurs and investorsHow paying taxes on the seed vs. the harvest dramatically impacts long-term wealthWhy a Roth IRA can be the most powerful asset to leave to your kidsHow high-income earners can legally use the backdoor Roth IRA strategyWhen a Traditional IRA might still make sense — and how to use both strategicallyHow to create offsetting tax strategies to fund a Roth without increasing your tax burdenWhy contributing early (not just before the deadline) can significantly increase long-term returnsGet 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=msbp609-traditional-vs-roth-ira 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/markjkohlerCraving more content? Check out my Instagram! 
#608 Contrarian Real Estate investing in 2026 with Jamison Manwaring
2026/02/13
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/markjkohlerCraving more content? Check out my Instagram! 
#607 Open Forum — Tax Expert Answers Your Most Difficult Tax & Legal Questions!
2026/01/30
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 collectiblesWhen trusts actually make sense for asset protection—and when they’re an expensive mistakeWhy Social Security has diminishing returns for high earners and how S Corporations change the mathThe rules around depreciated equipment and why you can’t “reset” depreciation with a new entityHow self-rental real estate strategies can unlock powerful deductions for business ownersWhat counts as a prohibited transaction inside IRAs and Solo 401(k)s—and what doesn’tGet 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/markjkohlerCraving more content? Check out my Instagram! 
#606 Open Forum - Tax Strategies for Small Businesses in 2026
2026/01/16
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/markjkohlerCraving more content? Check out my Instagram! 
#605 The 8-Step Strategic Plan Every Entrepreneur Needs for 2026
2026/01/09
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 tenHow to create a clear 10-year vision and reverse-engineer it into realistic 5-, 3-, and 1-year goalsThe importance of writing your strategic plan down and why pen-to-paper thinking changes executionHow to use SMART goals to avoid vague plans that never get finishedWhen taking a step back financially is the smartest move for long-term growthHow to break big objectives into bite-sized, actionable steps you can actually completeWhy quarterly planning and realistic scheduling matter more than motivationHow accountability, board meetings, and sharing your plan with your spouse can dramatically improve resultsWhy your strategic plan should be flexible, reviewed regularly, and adjusted without guiltGet 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/markjkohlerCraving more content? Check out my Instagram! 
#604 Year-End Equipment Purchases — When They Save Taxes (And When They Don't!)
2025/12/05
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 truckWhy “just because you can doesn’t mean you should” is the most important rule in year-end tax planningThe difference between a tax deduction and a tax credit, and why confusing the two leads to expensive decisionsHow to calculate whether a year-end equipment purchase actually saves you money after factoring in your tax bracketWhy business-use percentage determines whether your vehicle deduction is $100,000 or $30,000Why 100% bonus depreciation can become a trap if you finance equipment without having basis in your S corporationWhy contractors, doctors, and other high-income earners should not automatically take bonus depreciation in one yearGet 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/markjkohlerCraving more content? Check out my Instagram! 

Podcast reviews

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4.8 out of 5
584 reviews
★★★★★
jpdee66 2025/12/13
Engage My Business Brain
Great strategies and tips on business structure, savings, estate planning. I’m glad I tuned in.
★★★★★
error 1265 2024/12/13
Great podcast!
Finally learning strategies and basics that I should have picked up years ago. An entertaining show that is really helping both me and my business.
★★★★★
MadiWeb 2024/03/06
Salon Owner
This was incredibly helpful to me learning about s corp . I am super interested in doing an onboard call with either of you - you were very easy to un...
★★★★☆
bluespirits 2024/11/05
Good information but
Some good information, but too much self promoting, rant, negative tone, and off color comments
★☆☆☆☆
Morgabout 2024/05/11
What century are we in?
I’m a female lawyer (we make up ~40% of the profession in the US by the way) interested in drone laws so I flipped on episode 205. Almost immediately ...
★★★★★
Gay&Sweaty 2023/09/25
They truly make things simple!
These renowned tax pros deliver valuable insights on this engaging podcast. They simplify taxes, real estate, and retirement for all levels of entrepr...
★☆☆☆☆
Nikname20 2024/02/10
BEWARE
Lure you in and encourage you to call for initial appointment, then do not follow up and do not return calls. Very UNPROFESSIONAL and UNORGANIZED.
★★★★★
1986forlife 2023/07/12
Better tomorrow
They inspire you to keep going! Awesome mindset! Always learning new strategies!! Letss goooo!
★★★★★
Jo9183728 2022/12/16
Informative and Entertaining
If you live in America and have a small business or aspire to have one you NEED to be listening to this podcast
★★★★☆
Werdnaff 2023/04/27
Episode 425
Love you guys but Grant Cardone is a grifter. He makes money by taking advantage of people and also is being sued for these funds he has created. He f...
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