Are you structuring your business the right way — or making costly mistakes that could be draining your profits? In this episode of the Main Street Business Podcast, Mat Sorensen and Mark J. Kohler team up to answer your questions on taxes, legal structures, and real-world strategies for small business success. Together, they uncover the truth about LLCs, S-Corps, and the $50K rule that determines when to make the switch.

From transferring real estate into an LLC safely to understanding what truly qualifies as business income, this discussion covers the practical steps every entrepreneur should take to protect their assets, reduce taxes, and stay compliant. You’ll also learn how to pay yourself properly, avoid due-on-sale issues, and maximize wealth through smart entity planning.

If you’re serious about building your business the right way and keeping more of what you earn, this is an episode you can’t afford to miss!

You’ll learn:

• How to decide when it’s time to convert your LLC to an S-Corp — and how the $50K rule really works
• How to transfer real estate into an LLC without triggering the due-on-sale clause or losing financing options
• The difference between true business income and passive income (like royalties, rentals, and trading profits)
• How to pay yourself correctly as a business owner — and avoid IRS red flags with payroll, draws, and distributions
• Simple bookkeeping and payroll strategies to stay compliant and ready for tax season
• How to use smart entity structuring to protect your assets and save thousands in self-employment taxes
• Practical tips for maximizing retirement contributions through Solo 401(k)s and Mega Backdoor Roth strategies

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_content=msbp597-smart-strategies-to-pay-yourself&utm_campaign=main-street-business-podcast

• 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.
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Take control of your retirement with our Solo 401(k) Special, starting at $895. The offer ends on October 17, 2025! Learn more: https://kkoslawyers.com/solo-401k-special-2025/?utm_source=buzzsprout&utm_medium=description-link&utm_content=596-solo-401k-p2-maintain&utm_campaign=main-street-business-podcast

Are you taking full advantage of one of the best retirement strategies available to entrepreneurs and small business owners? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen dive deep into how to set up, maintain, and maximize your Solo 401(k) — giving you the tools to make the most of this powerful retirement plan.

The Solo 401(k) offers higher contribution limits, flexible investment options, and unique tax advantages that make it one of the most attractive plans for the self-employed. Mark and Mat break down everything you need to know about eligibility, plan setup, ongoing compliance, and strategies to ensure your plan is working for you. They’ll also cover common mistakes, key rules to remember, and proven ways to grow your wealth through real estate, small business investments, and alternative assets inside your Solo 401(k).

Whether you’re new to retirement planning or already have a Solo 401(k) in place, this episode provides practical steps to help you stay compliant, maximize contributions, and take full advantage of the tax-saving opportunities available. By the end, you’ll understand why the Solo 401(k) is often a smarter choice than a SEP IRA or other retirement plans — and how to ensure yours is structured correctly.

If you’re serious about saving taxes, building wealth, and taking control of your financial future, this is an episode you don’t want to miss!

You’ll learn:

• How to determine if you qualify for a Solo 401(k) — even if you have part-time employees or a small side business
• The key rules for full-time and part-time employees, and how to stay compliant as your business grows
• Smart strategies for setting optimal salary levels for yourself and your spouse to maximize contributions and minimize taxes
• The different contribution options (traditional, Roth, and employer match) and how to combine them for greater flexibility
• How to roll over or restate an existing 401(k) into a self-directed plan that lets you invest in what you know best

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_content=596-solo-401k-p2-maintain

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

Take control of your retirement with our Solo 401(k) Special, starting at $895. The offer ends on October 17, 2025! Learn more: https://kkoslawyers.com/solo-401k-special-2025/?utm_source=buzzsprout&utm_medium=description-link&utm_content=solo-401k-p1-benefits&utm_campaign=main-street-business-podcast

Are you overlooking one of the most powerful retirement strategies available to entrepreneurs and small business owners? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen take a deep dive into the Solo 401(k) — explaining exactly what it is, who qualifies, and how it can dramatically improve your retirement savings and tax strategy. If you’re self-employed, a freelancer, or running a small business, this plan could be a game-changer for your financial future.

Unlike traditional retirement accounts, the Solo 401(k) comes with higher contribution limits, flexible investment options, and unique tax advantages that put you in control. Mark and Mat walk you through how the plan works, the rules you need to know, and why so many entrepreneurs are using it to invest not only in the stock market, but also in real estate, private companies, and alternative assets. They’ll also cover common misconceptions, key mistakes to avoid, and practical strategies to maximize the benefits of this plan.

Whether you’re just getting started with retirement planning or looking for ways to reduce your tax burden while growing wealth, this episode breaks it all down in plain, actionable steps. By the end, you’ll understand why the Solo 401(k) stands out compared to SEP IRAs and other options — and how to know if you qualify.

 If you’re serious about building wealth, saving taxes, and gaining more control over your financial future, this is an episode you can’t afford to miss!

You’ll learn:

• How a Solo 401(k) lets you save for retirement using any small business or side hustle income — even alongside a day job 401(k) or IRA
• The major tax and contribution advantages that make Solo 401(k)s one of the most flexible retirement plans for entrepreneurs
• How to borrow from your Solo 401(k) and pay yourself back with tax-free interest
• Why Solo 401(k)s offer strong asset protection and rollover options from old retirement accounts
• The power of self-directing your Solo 401(k) into real estate, small businesses, and other alternative investments

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&utm_content=595-sol

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

Mat sat down with Donald Miller to break down how the StoryBrand framework and airplane model can transform small business growth. In this episode of the Main Street Business Podcast, we dive into marketing, sales, and clarity in messaging so entrepreneurs can scale with confidence.

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

Are you making money decisions that could be holding you back from real financial freedom? In this episode of the Main Street Business Podcast, Mark J. Kohler flies solo to answer your questions! In the process, he reveals the common mistakes people make with money, taxes, and investments — and how you can avoid them. He shares proven strategies to help you protect your wealth, build long-term security, and take control of your financial future.

From managing taxes to creating passive income, this discussion breaks down the essential steps every entrepreneur, investor, and professional should know. Learn how to maximize deductions, grow your wealth, and safeguard your assets without falling into costly traps.

If you’re serious about building wealth and creating lasting financial stability, this is an episode you can’t afford to miss!

You’ll learn:

• How transferring a property to an LLC works, the risks of triggering the due-on-sale clause, and what to watch out for with your lender
• The difference between Schedule E and Schedule C when reporting short-term rental income — and how mixed personal use can change your tax treatment
• Key rules for deducting business mileage when operating across multiple locations, and how to maximize your write-offs
• What expenses you can (and can’t) cover in a Roth IRA LLC, including laptops, mining rigs, and other gear for crypto-related activities
• Why documenting your strategies correctly is essential to avoid IRS issues and maintain tax efficiency
• Practical, real-world answers to common tax and wealth-building questions that apply to both investors and small-business owners

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&utm_campaign=msbp004-open-forum-lessons-on-wealth

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

Why risk your business and hard-earned money with the wrong setup when you could be protecting yourself and saving on taxes? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down the critical steps every small business owner and new LLC owner must take to avoid costly mistakes. From choosing the right entity structure to understanding tax advantages, they reveal the insider strategies that keep more money in your pocket and safeguard your future.

Discover how to set up your LLC the right way, when an S Corp might make sense, and how to keep your business compliant without overspending on fees. Learn practical legal and tax moves that help you reduce liability, maximize deductions, and protect your assets — so you can focus on growing your business with confidence.

If you’re serious about building a strong foundation for your company, this is an episode you can’t afford to miss! Subscribe for more real-world strategies from Mark J. Kohler and Mat Sorensen, and get expert support for your business today through KKOS Lawyers and Main Street Business Services.

You’ll learn:

• Why setting up your LLC in the wrong state (like Nevada, Delaware, or Wyoming) can cost you extra fees and headaches — and where you really should file
• How to avoid exposing your home address by properly using a registered agent and company address
• The critical documents every LLC needs beyond the one-page state filing, including an operating agreement, membership certificates, and minutes
• Why your LLC must have its own bank account, tax ID, and records to be treated as a separate legal entity
• How the right tax election (like electing S Corp status) can save business owners thousands in self-employment taxes each year
• The importance of annual compliance — renewals, meetings, and minutes — and why outsourcing this can save time, stress, and penalties
• Real-world “cleanup” strategies for fixing LLCs that were set up wrong or neglected, so you can get back on track

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&utm_campaign=10-LLC-mistakes

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

Your name and home address are everywhere — and that’s a problem! In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down practical, legal ways to keep your personal info off public records while still running your business and owning assets the right way. You’ll learn why manager-managed LLCs beat member-managed, how to use registered agents and privacy addresses, what PO boxes can and can’t do, and when a Wyoming holding LLC (or similar) adds a layer of anonymity.

We also cover the six states that require an in‑state street “ghost” address, the difference between privacy (camouflage) and asset protection (bulletproof vest), and real-world scenarios for landlords, investors, and anyone with growing visibility. If you’ve ever worried about tenants, stalkers, or just unwanted mail at your front door, this step-by-step playbook will help you tighten things up without breaking the bank.

Subscribe for weekly tax, legal, and business strategies. Like the episode if it helped, drop your questions in the comments, and share it with a friend who needs more privacy!

You’ll learn:

• Why manager-managed LLCs are better for privacy than member-managed LLCs
• How to use registered agents and privacy address services to keep your home off public records
• When a Wyoming holding LLC (or similar) can create a layer of anonymity for property ownership
• The six states that require an in-state street “ghost” address and how to handle them
• The pros and cons of PO boxes, virtual mailboxes, and privacy address services
• The difference between privacy (camouflage) and asset protection (bulletproof vest)
• Real-world strategies landlords, investors, and business owners use to protect their address and identity

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&utm_campaign=SALT_Deduction

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

Why make someone else rich when you could be paying yourself? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen reveal three powerful real estate strategies that allow business owners to become their own landlord, create cash flow, and protect family wealth. From renting your own building to your business, to buying your kid’s college home, to purchasing your parents’ house for asset protection and tax benefits, these proven methods could transform your financial future.

Discover how to structure these deals for maximum tax savings, including cost segregation, bonus depreciation, the Dash 4 election, and creative financing options. Learn the practical and emotional benefits of these moves — from building equity and cash flow to teaching your kids valuable real estate skills, and safeguarding your parents’ independence while protecting their biggest asset.

If you’re ready to stop paying rent to someone else and start building wealth for your own family, this is an episode you can’t afford to miss. Subscribe for more real-world strategies from Mark J. Kohler and Mat Sorensen, and take control of your financial destiny today!

You’ll learn:

• How renting your own commercial building to your business can build equity and slash taxes
• The steps to buy your child’s college home and turn rent into cash flow
• Ways to purchase your parents’ home for asset protection, Medicaid planning, and tax benefits
• How to use strategies like cost segregation, bonus depreciation, and the Dash 4 election to maximize deductions
• Creative financing options for owning commercial space, including commercial condo units
• How to leverage 1031 exchanges to defer taxes and reinvest in new properties
• The personal and educational benefits of involving your kids in real estate management

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&utm_campaign=SALT_Deduction

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

Join Mark and Mat as they discuss the powerful SALT workaround in 36 states. You can have unlimited deductions for state taxes for this workaround strategy and exceed the $40,000 with the workaround. 

You’ll learn:

• The 3 steps to see if you qualify for the SALT workaround
• The 3 steps to implement it before year-end
• How to navigate state-specific deadlines and forms
• Why acting in 2025 is critical for 2025 tax savings

Get a comprehensive tax consultation with one of our mains 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&utm_campaign=SALT_Deduction

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

Mark Kohler and Mat Sorensen are back for another Open Forum episode of the Main Street Business Podcast — answering real tax, legal, and wealth-building questions from listeners across the country.

In this episode, they cover advanced strategies and insider tips for:

• The Mega Backdoor Roth: How it works and who can use it
• Maximizing vehicle deductions and depreciation the smart way
• Fixing a broken S-Corp partnership structure
• LLCs vs. business trusts in California
• Solo 401(k) contribution strategies to hit the $70K cap
• Combining multiple accounts in a Multi-Member IRA LLC
• RV write-offs: What full-time RV entrepreneurs can (and can’t) deduct

Whether you're a business owner, investor, or just want to stop overpaying the IRS — this episode is packed with strategies and answers that could save you thousands.

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

President 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 equipment
• Why the QBI (199A) deduction is now a permanent win for small business owners
• How to tap into Opportunity Zones for tax-free investing
• The truth about the new $40K SALT cap — and the workaround that still works in 36 states

Whether you're an entrepreneur, investor, or just want to pay less in taxes — this episode is your playbook.

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

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 lines
• Protect your assets with the right LLC structure
• Avoid expensive penalties and legal pitfalls
• Maximize tax benefits for multi-state operations

Whether 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 KKOS Lawyers from anywhere in the country that can help you with your legal structuring - https://kkoslawyers.com/contact-us/ 

Get in compliance with your current entity and get your minutes and state registration complete - https://www.mainstreetbusiness.com/contact 

Get my newsletter and sign up for my weekly updates here - https://mainstreetpros.com/lp/tax-strategies-ebook 

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

To get a comprehensive tax and legal plan get to my law firm KKOS Lawyers: https://kkoslawyers.com

In this special episode, Mat Sorensen breaks down President Trump’s newly signed tax legislation, known as the “Big Beautiful Bill," and what it means for your personal and business taxes. With sweeping changes taking effect in 2025, Mat outlines the most impactful provisions for individuals, small business owners, and real estate investors. 

0:00 - Introduction to The Big Beautiful Bill

5:14 - Individual Tax Breaks Explained

9:19 - State and Local Tax Deductions

15:34 - Senior, Tips, and Overtime Benefits

18:42 - Small Business Owner Benefits

19:39 - Next Steps and Bill Timeline

• 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.
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In 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 opportunities through direct deals or diversified funds. This is a must-listen for anyone managing a real estate portfolio, considering Opportunity Zones, or exploring how to use self-directed IRAs to tap into alternative investments. 

See the market chart Chris refers to at 03:22 — Download the Guide Here

00:00:00 – Welcome to Main Street Business Podcast
Intro to the episode with host Mat Sorensen and guest Chris Loeffler.

00:05:46 – Why Commercial Real Estate Is At 2008 Pricing
Market correction parallels to 2008 and why it's creating a rare buying window.

00:11:44 – Commercial vs Residential: Sell Homes, Buy Commercial
Strategic shift: Why residential might be peaking while commercial offers upside.

00:19:15 – Office Buildings to Multifamily: Deep Discount Conversions
Case study on converting distressed office properties into profitable multifamily.

00:27:42 – Hotel Industry: Supply Shortage, High Demand
Post-COVID hotel trends and why Caliber is building ground-up in key markets.

00:34:08 – Investment Options: Direct Deals vs Fund Structures
How investors can participate—accredited and non-accredited—with flexibility.

00:42:44 – Distressed Asset Opportunities and Strategy
Accessing off-market deals and why experienced operators have the edge.

00:49:03 – Opportunity Zones Becoming Permanent Tax Code
What’s in the new tax bill and how OZs can be a powerful capital gains strategy.

00:52:43 – Final Advice: Value and Cash Flow Focus
Chris’s core investment principle: buy below replacement cost and cash flow strong.

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

Mark 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 taxes
• Explore Alternative Investments: Real estate, crypto, private businesses, and more
• Gain Checkbook Control: Understand IRA LLC structures for flexible investing
• Protect Your Assets: Learn how retirement accounts shield your investments
• A comprehensive guide for entrepreneurs seeking smarter, more strategic retirement investing

Get the $150 summertime discount and open your IRA to invest in what you know - https://directedira.com/appointment/

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Sign up for Mark’s newsletter and get a free e-book - https://mainstreetpros.com/lp/tax-strategies-ebook 

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

Gene Simmons joins us for an unforgettable masterclass on business, life philosophy, and how KISS built a billion-dollar brand through strategic thinking and trademark protection.

• The precious nature of time and why "you will never get this day back"
• Why the "get rich slow scheme" is more reliable than get-rich-quick fantasies
• How KISS became the only band whose faces are trademarked like Disney characters
• The recent billion-dollar sale of KISS to Pop House company
• Coming from humble beginnings with a Holocaust survivor mother who taught resilience
• The dangers of telling small lies versus "the biggest, most monstrous lie"
• Why Gene's solo band sometimes makes more money than KISS with 60 personnel
• The power of opportunity and why most people miss it
• How AI and algorithms are already reshaping industries faster than most realize
• The importance of having a laser focus and clear vision for success

Every day above ground is a good day. If you're surviving in America with food in your belly, you have nothing to complain about.

• 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.
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Breaking News - Senate Tax Bill Text Released. With both the House and Senate versions now on the table, which proposal offers bigger tax cuts? Which one could save you more money? I’m breaking down the differences between the House and Senate proposals and what’s changing and how it will affect you.

Intro & Why This Tax Bill Matters

00:00 - 00:02:25

Expiring Tax Provisions in 2026

00:02:25 - 00:03:32

Standard Deduction & Income Tax Rates

00:03:32 - 00:09:07

Child Tax Credit Breakdown

00:09:07 - 00:10:59

State and Local Tax (SALT) Deduction Debate

00:10:59 - 00:15:13

No Tax on Tips & Overtime Explained

00:15:13 - 00:20:14

Small Business Tax Breaks (QBI & Bonus Depreciation)

00:24:02 - 00:29:27

House vs. Senate: Final Comparison

00:29:27 - 00:30:25

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In 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.

• Mark & Mat discuss the challenges of duplicating oneself in the business and the importance of having a clear vision.

• The need for a balanced approach to scaling, including personal financial planning.

• The challenges of finding the right person to take over the business and the importance of understanding key performance indicators.

• The optimization phase, focusing on efficiency and systemizing to make money.

• How to evaluate your team and ensure you have the right people in place to support scaling the business.

• Start planning for your eventual exit, even if it's years away, by working on improving financials and operations.

• 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.
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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 drawbacks of not getting married and having a revocable living trust.

• Mat shares his experience of owning real estate with a partner without a revocable living trust, emphasizing the importance of a buy-sell agreement.

• Mark discusses the benefits of having an estate plan and provisions to take care of each other in case of death.

• The options of treating the rental income as a gift or claiming it as rental income and expenses.

• How an LLC allows for de minimis expense accounting, which can be beneficial for startups.

• Emphasize having a home office deduction to qualify for other business-related deductions.

• Importance of planning for the distribution of assets in a trust to minimize tax implications and ensure the beneficiaries' needs are met.

• The limitations of umbrella insurance and focusing on proper insurance and asset protection through LLCs.

• Advise being transparent with the spouse and choosing the right type of lawyer to minimize conflict and costs.

• Grab my eBook 30 Unique Strategies Every Business Owner Should Know!
• You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification.
• Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
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In 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 conditions.
• Mark and Mat discuss the flexibility of a trust, including the ability to amend it as life circumstances change.
• Example of Robin Williams' will being made public, highlighting the privacy benefits of a trust.
• A living trust is effective immediately and can be funded with assets during one's lifetime.
• The concept of a "trifecta" or "pitcher" that brings together all the elements of an estate plan.
• Mark clarifies that a trust does not provide asset protection and should not be used for that purpose.

• 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.
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In 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 asset protection and the flow-through of taxes on personal returns.
•  The importance of setting up LLCs early for protection and the potential need for multiple LLCs for multiple properties.
• Mat breaks down the tax savings from avoiding self-employment taxes and the importance of taking a reasonable salary.
• Mark and Mat highlight the advanced planning and asset protection strategies associated with COPE LLCs.
• Mark and Mat introduce the series LLC, which allows for separate liability treatment for multiple properties.
• How separating different types of LLCs for asset protection and tax planning is crucial.

• Grab my eBook 30 Unique Strategies Every Business Owner Should Know!
• You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification.
• Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
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In 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 include tax write-offs, better asset protection, and wealth building.
• Mark advises participants to legitimize their LLC or corporation by holding board meetings and documenting the minutes.
• The difference between boards of directors for corporations and boards of advisors for LLCs.
• Mark introduces his "trifecta" concept, which includes a revocable living trust, 1040 tax return, and various assets and operations.
• Encouragement to set up boards for all their entities, even if they only have one or two.
• Mark emphasizes the need to update the plan regularly and share it with tax and legal advisors.

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

In 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 transaction, suggesting the formation of an LLC and potential S corporation election.
• Mark warns against signing NIL contracts in the athlete's name, suggesting the use of the LLC to protect the athlete's interests.
• Mark and Max explain the concept of the mega backdoor Roth IRA, allowing athletes to save up to $70,000 annually in a tax-advantaged account.
• The potential for athletes to save significant amounts in retirement accounts like the solo 401(k).
• Mark encourages athletes to seek professional advice from tax lawyers and financial advisors to make informed decisions about their income and investments

• 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.
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In 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 it the right way.
3) Over-allocated in stocks? It might be time to diversify. If you're too heavy in the market, consider investing in alternative assets you actually understand.
Want to take control, invest in what you know?

Head over to DirectedIRA.com – where you can diversify your IRA and 401k into alternative assets like real estate, private companies, and more through a self-directed retirement account.

Need help with tax planning and legal strategies for your LLC or investments?
Go to KKOSlawyers.com to get expert planning that actually helps you build wealth.

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

In 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 replacing oneself in a business to increase its value.
• Chris introduces the term EBITDA and its role in determining business profitability.
• Mark shares his experience with clients who decide to stay in their business after preparing it for sale.
• How multiple businesses can be combined to create a larger, more efficient entity.
• Discussion on the role of investment bankers in helping businesses prepare for sale.
• Chris advises being prepared for the emotional transition and having a plan for the next chapter.

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