Main Street Business
The Main Street Business Podcast, hosted by attorneys Mat Sorensen and Mark J. Kohler, is a resource for entrepreneurs, investors, and business owners. 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. The hosts make complex financial topics understandable through charismatic discussions and practical education.
Episodes
#632 Fear in the Housing Market Almost Always Signals Opportunity
Before your next real estate investment, start with my law firm, KKOS Lawyers.Our Comprehensive Tax & Business Consult helps you make sure the deal fits into the right tax, entity, and asset protection strategy before you buy. - https://hubs.ly/Q04t0Vn00In this episode, Mark J. Kohler sits down with Kathy Fettke, co-founder of RealWealth and host of The Real Wealth Show, to talk about what sma
#631 Is Buying a Franchise Right For You? HomeVestors VP Mike Oberholtzer Explains
If you're considering buying or selling a franchise and want experienced legal guidance throughout the process, book a consult with Mat and Marks law firm KKOS Lawyers to get started: https://kkoslawyers.com/Buying a franchise can be a great path to business ownership—but it's important to know exactly what you're getting into before signing on the dotted line.In this special episod
#630 Think Your LLC Protects You? Think Again
Is your entity structure up to date? Business owners can get themselves in sticky situations without maintaining their entities. Thats why our most popular service at our law firm KKOS Lawyers is our Entity Clean-UP Service. Book a Consultation Today!Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate pl
#629 LLC Vs S-Corp Explained in 10-Minutes
Get your entity set-up or cleaned up with the assistance of Mat and Marks law firm KKOS Lawyers. Book a 15-Minute Client Advisor Intro CallIn this episode Mat and Mark conquer a huge topic in 10 minutes. LLC Vs S-Corp, when to elect and how to maximize your entity structure for your specific situation.Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for y
#628 How we Stopped the Bank from Taking our Clients Assets
Proper asset protection planning can make all the difference when a creditor, bank, or judgment puts your assets at risk.In this episode, Mat Sorensen and Mark J. Kohler share the full story of how planning completed in advance helped protect a KKOS Lawyers client from losing valuable assets. They also explain why asset protection works best before a legal or financial problem arises.Listen to the
#627 Setting Up a Partnership LLC
Operating a partnership LLC? Don’t wait for problems to arise. We discuss how to structure your LLC for tax optimization, asset protection, and partner alignment—helping prevent common pitfalls and keep operations running smoothly.For a limited time, save $200 on our Comprehensive Tax and Business Consult. Book a call with our Law Firm KKOS Lawyers Client Advisor Team... Click Here to get started.
#626 You Do Not Scale A Business You Scale People
Building a good team has been an invaluable asset for Mat and Mark over the years. Think you have a good team but need better structure? Let our law firm help you get your business cleaned up with our Entity Clean-up consultation. Learn More Here.Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planni
#625 Open Forum: My Accountant Says an S-Corp Won’t Save Me Money… Is He Wrong?
Ready for an S-Corp? Or have questions on how our team of attorneys can help your business save money? Book a call with our team HERE..Mark and Mat answer your questions on this week's episode of the Main Street Business Podcast. Submit your questions to be answered live at https://www.mainstreetbusinesspodcast.com/Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic l
#624 Your Trust Should Own Everything [Lawyers Explain]
Our Law Firm KKOS Lawyers is currently running an Estate Plan Special, Get your trust/Trifecta set up today - https://kkoslawyers.com/estate-planning-special-2026/Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawyers.[Book a Call with KKOS Lawyers]Take Control of Your RetirementW
#623 The 10 Mistakes That Made Us
Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawyers.[Book a Call with KKOS Lawyers]Take Control of Your RetirementWant to invest your IRA or 401(k) in assets you actually understand? Check out our self-directed trust company Directed IRA.[Learn More About Directed IRA]Free Reso
#622 How to Keep Death From Creating a Tax Mess
Don't let Estate Planning define your passing.. Book an Estate Planning call with our law firm KKOS Lawyers and take advantage of our Estate Planning Special.. Active till 6/21/26.. Book a Call Here!Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawyers.[Book a Call with KKOS
# 621 Auto Mileage V. Actual Expense: Who wins?
Did you deduct actual expenses or use the standard mileage rate for your vehicle? More importantly, was that the best choice for your situation? Book a comprehensive tax and business consultation with Mark and Mats firm KKOS Lawyers to ensure your strategy works for you.Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset prote
# 620 5 LLC Mistakes
Want to make sure your LLC is in order? Book a Call with Mat and Marks Law firm KKOS Lawyers and Get your Entity Cleaned Up https://kkoslawyers.com/entity-clean-up/Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawyers.[Book a Call with KKOS Lawyers]Take Control of Your Retirement
#619 The Difference Between LLCs and S-Corps for Real Estate Investors
Get your entity structured the right way. Schedule a review to maximize your tax benefits and strengthen your asset protection. Book an Entity Structure consultation with Mark and Mats Attorneys at KKOS Lawyers. Book a Call Here.Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawye
#618 What to do if you can’t pay your taxes
Can't pay your taxes? Get a Comprehensive Tax and Business Consultation so this never happens again. Book a Call HereMarks most recent article - https://markjkohler.com/blog/what-to-do-if-i-cant-pay-my-taxes-by-deadlineReady to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawyers.[B
#617 The Trust is the Missing Link to your Trifecta
Don't delay get your plan in place - https://kkoslawyers.com/services/comprehensive-estate-plan/Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes, asset protection, and estate planning with KKOS Lawyers.[Book a Call with KKOS Lawyers]Take Control of Your RetirementWant to invest your IRA or 401(k) in assets you actually unders
#616 The Big Short & Rod Khleif's Story: How to Rebound
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
#615 Why One LLC Isn’t Enough for Most Entrepreneurs
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, regu
#614 How Lawsuits Can Take Away Your Home (And How to Stop It!)
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
#613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
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 u
#612 Bonus Depreciation Explained: The Tax Strategy Everyone Gets Wrong
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 act
#611 Real Estate Privacy Under Fire: FinCEN’s New Reporting Rule Explained
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
#610 Earn Passive Income Through Rental Real Estate Investing (feat. Dustin Heiner)
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 pushe
#609 Should You Contribute to Your Traditional IRA, or Go Roth Instead?
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 opti
#608 Contrarian Real Estate investing in 2026 with Jamison Manwaring
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 market
#607 Open Forum — Tax Expert Answers Your Most Difficult Tax & Legal Questions!
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 avoidin
#606 Open Forum - Tax Strategies for Small Businesses in 2026
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 und
#605 The 8-Step Strategic Plan Every Entrepreneur Needs for 2026
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 ho
#604 Year-End Equipment Purchases — When They Save Taxes (And When They Don't!)
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
#603 3 Year-End Retirement Account Deadlines You're Not Thinking About
These three retirement deadlines before December 31, 2025, could literally double your money overnight, unlock up to $70,000 of Roth contributions, and turn your accounts into a tax-free ATM for your future! In this episode of the Main Street Business Podcast, Mat Sorensen and Mark J. Kohler break down powerful, little-known 401(k) and Roth strategies that most employees and small business owners
#602 How to Write Off a Holiday Party for Your Business
Are you missing out on one of the easiest 100 percent deductions available to business owners? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down exactly how to structure a holiday party or company event so it becomes a fully deductible business expense. From the IRS rules under Section 274 to real examples of what qualifies, you’ll learn how to turn fo
#601 Top 20 Year-End Tax Strategies Everyone Should Know!
Are you missing out on some of the most powerful year-end tax strategies available to small business owners and entrepreneurs? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down 20 actionable moves you can still make before December 31 to save thousands on taxes and set yourself up for long-term financial success. From retroactive S-corp elections to HS
#600 Protecting Your Business in Divorce - Asset Protection When a Marriage Ends
conversation with bestselling author and negotiation expert Rebecca Zung and attorney Mark J. Kohler. We break down what to do first, what to avoid, and how to protect your future — without playing dirty.You’ll learn the five main areas courts consider in family law cases—property division, spousal support, custody and parenting decisions, child support, and attorney’s fees—and how each one affect
#599 Top 10 Due Diligence List: How Smart Investors Protect Their Money
Recorded live at the Alt Asset Summit in Phoenix, this episode of the Main Street Business Podcast brings you a high-energy, audience-fueled breakdown of the Top 10 Due Diligence Must-Dos Before You Put Money Anywhere.Join hosts Mark J. Kohler and Mat Sorensen as they share stories from the trenches of asset protection, investing mistakes, client war stories, and lessons from 10,000+ hours advisin
#598 Hold Your Family Board Meeting by Year-End!
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down why every small business owner should hold their annual Family Board Meeting before the end of the year. This powerful meeting isn’t just a formality — it’s a proven strategy to strengthen your business, protect your assets, and educate your family about wealth and responsibility. You’ll learn how to ma
#597 Smart Strategies to Pay Yourself and Save Thousands
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
#596 How to Set Up, Maintain, and Maximize Your Solo 401(k)
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-podcastAre you taking full advantage of one of the best retirement strategies available to
#595 Benefits of a Solo 401(k) and How to Qualify
Take control of your retirement with a Solo 401(k): https://kkoslawyers.com/services/solo-401k-set-up/?utm_source=buzzsprout&utm_medium=description-link&utm_content=solo-401k-p1-benefits&utm_campaign=main-street-business-podcastAre you overlooking one of the most powerful retirement strategies available to entrepreneurs and small business owners? In this episode of the Main Street Busi
#594 Donald Miller on Why Your Brand Message Is Costing You Sales
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.Ready to Take the Next Step?Work With Mat & Mark’s Law FirmGet strategic legal guidance for your business, taxes,
#593 Open Forum: Lessons on Money, Taxes, and Wealth
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 sec
#592 The 10 Biggest LLC Mistakes (And How to Avoid Them!)
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
#591 Benefits of a Privacy Address
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 add
#590 Be Your Own Landlord: 3 Unique Strategies
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 par
#589 The SALT Workaround After the One Big Beautiful Bill (OBBB)
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 workaroundThe 3 steps to implement it before year-endHow to navigate state-specific deadlines and formsWhy acting in 2025 is critical for 20
#588 Tax Strategy Q&A: Mega Backdoor Roth, RV Write-Offs, and LLC Mistakes
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 itMaximizing vehicle deductions and depreciation the smart wayFixing a broken S-
#587 Trump Signs The Big Beautiful Bill: What This Means for Tax Planning
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 estat
#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 propert
#585 New Tax Bill Signed Into Law By President Trump - What’s In and What's Out?
To get a comprehensive tax and legal plan get to my law firm KKOS Lawyers: https://kkoslawyers.comIn 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, sma
#584 The Best Real Estate Opportunity in a Decade — Featuring Chris Loeffler from Caliber
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 distress
#583 Strategic Strategies With a Self Directed IRA
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 taxesExplore Alternative Investments: Re
#582 How Gene Simmons Started as a Small Business Owner and Became #1
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 tr
#581 Breaking News - Senate Tax Bill Text Released
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 Matters00:00 - 00:02:25Expiring Tax Provisions in 202600:02:25 - 00:0
#580 The 4 Phases of Business - Don’t Make the Same Mistakes We Did
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 suffocatin
#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
#578 The Complete Guide to Estate Planning
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 ha
#577 Which LLC is Right for Your Business
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 you
#576 How to Set Up a Family Office Without Being Ultra-Rich
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
#575 How to Turn NIL Deals Into Long-Term Wealth
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 athle
#574 Stock Market Falls - 3 Strategies to Take Advantage and Build Wealth
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 migh
#573 How to Exit Your Business The RIGHT Way w/ Chris Van Dusen
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, differentiat
#572 LLC Masterclass: Everything Every Business Owner Should Know!
In this episode of the Mainstreet Business podcast, host Mat Sorensen kicks off the LLC Masterclass series with the questions every entrepreneur, investor, and side hustler needs answered: Do you actually need an LLC? How do you set one up the right way? What about paying yourself? How many LLCs should you have? And which state should you form it in?With over 20 years of experience and 10,000+ LLC
#571 How to Raise Money For Your Real Estate Deals w/ Hunter Thompson
In this episode of the Main Street Business Podcast, Mark J. Kohler welcomes real estate investor Hunter Thompson to uncover how to raise capital legally and effectively in today’s skeptical, high-interest market. From 506(c) strategies to scaling with the fund-of-funds model, this is a must-listen for serious investors.Here are some of the highlights:Mark and Hunter underline the importance of ha
#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
#569 Tax Lawyer QnA: Strategies The Rich Use to Avoid Paying Taxes
In 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 hi
#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
#567 BOI Is Officially Dead!
BOI Reporting Fines Canceled for U.S. Citizens & Businesses! Big news for U.S. business owners! The Treasury Department has announced that U.S. citizens and domestic businesses will not face fines or penalties for failing to file Beneficial Ownership Information (BOI) reports after new deadlines are set.Last week, FinCEN confirmed that updated BOI reporting deadlines will be announced no later
#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
#565 The Secrets To Taking Over ANY Niche w/Wendy Starland
In this episode of the Main Street Business Podcast, Mark J. Kohler sits down with music industry icon Wendy Starland to talk about the dark side of streaming services. Learn why & how artists are being shortchanged and how her new platform, Music Soul, is creating a fairer, brand-integrated ecosystem for musicians, fans, and businesses alike.Here are some of the highlights:Mark J. Kohler unde
#564 The BOI is Back! 99% of Small Business Owners Must File By March 19th
In 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
#563 Open Forum - HSA's, Picking a CPA, Venmo & More
In 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 the
#562 How to Sell Your Business and Save on Taxes
In this episode of the Main Street Business Podcast, Mark J. Kohler explains how to successfully transition out of your business while maximizing value. From setting up a seamless family succession plan to making your business more appealing for a third-party sale, he shares practical steps to ensure a smooth and profitable exit. Tune in for expert strategies that will help you plan your next move
#561 The Step-By-Step "Zero-Tax" Blueprint For Business Owners
In this episode of the Main Street Business Podcast, Mark J. Kohler shares the blueprint for tax-efficient business ownership. He explains why smart bookkeeping is key, how to leverage deductions, and when to transition from an LLC to an S corp for optimal tax savings. If you’re tired of overpaying the IRS, this episode is a must-listen!Here are some of the highlights:Mark explains what you take o
#560 How Business Owners Hold a Family Board Meeting
In this episode of the Main Street Business Podcast, Mark J. Kohler uncovers the secret to saving big on taxes and strengthening your business—the family board meeting. Discover how to legally write off travel, meals, and payments to family members, while staying compliant and building financial security. Mark breaks down the process step by step, making it easy for any small business owner to imp
#559 Retroactive S-Election for 2024: Why & How
In 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 busin
#558 The 1 Year Rule: How The Rich Dominate Business
In 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 h
#557 The Accounting Industry Was Broken... Here's How I Fixed It
In this episode of the Main Street Business Podcast, Mark J. Kohler tackles the top challenges facing accountants today, from the disconnect with business owners to the need to shift from compliance to advisory roles. Learn actionable strategies to elevate your practice and thrive in the evolving tax industry.Here are some of the highlights:Mark begins by acknowledging the frustration of business
#556 FULL BLUEPRINT: How To Build LASTING Wealth In 2025 w/ Josh Jalinski
In 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 Jalin
#555 BOIs on Hold AGAIN - 5th Circuit Reverses Itself on 12/27/24
BOIs on Hold Again - 5th Circuit Reverses Itself on 12/27/24. A big win for small businesses in this court saga. Going live to get into what this means for you! This case has been moving fast so if you haven't filed your BOIs for your LLCs or corporations make sure your subscribed and catching the latest updates to stay in compliance. If you need help completing your BOI report (and are done
#554 How To Pay Yourself As An S-Corp In 2025
In this episode of the Main Street Business Podcast, Mark J. Kohler dives into the financial benefits of transitioning to an S corp. He highlights the importance of splitting income into payroll and draws, shares his foolproof 50/50 strategy, and explains why it’s a safe and effective approach. With practical advice on avoiding IRS scrutiny and optimizing your business structure, this episode is a
#553 FinCEN BOI Emergency Appeal! What should you do next?
The department of justice has filed an emergency appeal to reverse the recent court ruling on the FinCEN Beneficial Ownership Information (BOI) requirement. In this episode, Mat breaks down what this appeal means for small business owners, the potential implications for compliance, and what steps you should consider taking in the meantime. If you’re a small business owner wondering whether you ne
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