Main Street Business
Business & Finance
About
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...
Episodes
- #619 The Difference Between LLCs and S-Corps for Real Estate Investors
This episode of Main Street Business discusses the differences between LLCs and S-Corps for real estate investors. It covers how to structure entities for tax benefits and asset protection.
- #618 What to do if you can’t pay your taxes
This episode of Main Street Business addresses the situation of being unable to pay taxes. It provides information on how to handle this issue and prepare for future tax obligations.
- #617 The Trust is the Missing Link to your Trifecta
The episode "The Trust is the Missing Link to your Trifecta" from Main Street Business discusses the role of a trust in a comprehensive plan. It highlights resources for business owners, including strategies and event information.
- #616 The Big Short & Rod Khleif's Story: How to Rebound
This episode of Main Street Business features real estate investor Rod Khleif, who discusses his experience during the 2008 financial crash and how he rebuilt his real estate portfolio. The conversation covers lessons learned from failure,…
- #615 Why One LLC Isn’t Enough for Most Entrepreneurs
This episode of the Main Street Business Podcast discusses why entrepreneurs may need more than one LLC. It covers strategies for structuring multiple businesses, protecting assets, and scaling, including liability protection, partnerships…
- #614 How Lawsuits Can Take Away Your Home (And How to Stop It!)
This episode of the Main Street Business Podcast discusses how lawsuits can impact home equity. It covers strategies such as homestead exemptions, equity stripping, and other asset protection tools to safeguard your home.
- #613 Open Forum — Kids’ Trump Accounts, Real Estate Taxes, and Growing Your Business
This episode of Main Street Business features an open forum discussing various topics for business owners. It covers "Trump accounts" for kids, real estate tax strategies, and methods for growing a business, offering practical advice on fi…
- #612 Bonus Depreciation Explained: The Tax Strategy Everyone Gets Wrong
Mark J. Kohler and Mat Sorensen discuss bonus depreciation and real estate investing tax benefits. They explain how depreciation, cost segregation, and passive losses work and address common misunderstandings.
- #611 Real Estate Privacy Under Fire: FinCEN’s New Reporting Rule Explained
This episode discusses the new FinCEN Real Estate Report and its implications for real estate investors. It covers when the new reporting requirement is triggered, what information must be disclosed, and penalties for non-compliance. The e…
- #610 Earn Passive Income Through Rental Real Estate Investing (feat. Dustin Heiner)
Dustin Heiner discusses how beginner investors can build a rental real estate business that generates consistent cash flow. He shares how to scale a business, find and vet property managers, and invest in real estate to create long-term fi…
- #609 Should You Contribute to Your Traditional IRA, or Go Roth Instead?
Mark J. Kohler and Mat Sorensen discuss the Traditional vs. Roth IRA debate. They cover tax strategies, inheritance planning, and how both options affect entrepreneurs, including the backdoor Roth IRA for high-income earners.
- #608 Contrarian Real Estate investing in 2026 with Jamison Manwaring
This episode discusses contrarian real estate investing in 2026 with Jamison Manwaring. It covers strategies for multifamily distress, market absorption, and the importance of debt terms.
- #607 Open Forum — Tax Expert Answers Your Most Difficult Tax & Legal Questions!
This episode of the Main Street Business Podcast features Mark J. Kohler answering tax and legal questions from listeners. He discusses tax strategies, asset protection, and common retirement planning mistakes for business owners and inves…
- #606 Open Forum - Tax Strategies for Small Businesses in 2026
This episode of Main Street Business features Mark J. Kohler and Mat Sorensen addressing tax, legal, and business questions from small business owners and investors. They cover topics such as S corporations, QBI deductions, rental real est…
- #605 The 8-Step Strategic Plan Every Entrepreneur Needs for 2026
In this episode, Mark J. Kohler and Mat Sorensen present an 8-step strategic plan for entrepreneurs. They discuss goal setting, long-term vision, and accountability to help achieve business success.
- #604 Year-End Equipment Purchases — When They Save Taxes (And When They Don't!)
This episode of Main Street Business discusses year-end equipment purchases and their tax implications. It explains how these purchases can affect tax bills, covering topics like deductions, bonus depreciation, and business-use percentages.
- #603 3 Year-End Retirement Account Deadlines You're Not Thinking About
This episode of Main Street Business discusses three year-end retirement account deadlines before December 31, 2025. It covers strategies for 401(k) and Roth contributions, including the Mega Backdoor Roth and Solo 401(k) setup, and Roth c…
- #602 How to Write Off a Holiday Party for Your Business
This episode of the Main Street Business Podcast discusses how business owners can structure holiday parties and company events to qualify for a full tax deduction. It covers IRS rules under Section 274, documentation requirements, and str…
- #601 Top 20 Year-End Tax Strategies Everyone Should Know!
This episode of the Main Street Business Podcast discusses 20 year-end tax strategies for small business owners and entrepreneurs. It covers topics such as S-corp elections, HSAs, Solo 401(k)s, and smart income timing to help save on taxes…
- #600 Protecting Your Business in Divorce - Asset Protection When a Marriage Ends
This episode of Main Street Business features a discussion with Rebecca Zung and Mark J. Kohler about protecting a business during divorce. They cover topics such as asset protection, business valuation, and legal considerations in family…
- #599 Top 10 Due Diligence List: How Smart Investors Protect Their Money
This episode of the Main Street Business Podcast discusses the top 10 due diligence steps for investors. Mark J. Kohler and Mat Sorensen share their experiences and advice on asset protection, investing mistakes, and structuring investment…
- #598 Hold Your Family Board Meeting by Year-End!
This episode of the Main Street Business Podcast discusses the importance of small business owners holding an annual Family Board Meeting before year-end. It covers how to conduct an IRS-compliant meeting to strengthen business, protect as…
- #597 Smart Strategies to Pay Yourself and Save Thousands
This episode of the Main Street Business Podcast discusses business structuring, taxes, and strategies for small business owners. It covers LLCs, S-Corps, and the $50K rule, along with transferring real estate, business income, and proper…
- #596 How to Set Up, Maintain, and Maximize Your Solo 401(k)
This episode of the Main Street Business Podcast, hosted by Mark J. Kohler and Mat Sorensen, discusses how to set up, maintain, and maximize a Solo 401(k). The Solo 401(k) offers higher contribution limits, flexible investment options, and…
- #595 Benefits of a Solo 401(k) and How to Qualify
This episode of Main Street Business discusses the Solo 401(k), explaining what it is, who qualifies, and how it can benefit retirement savings and tax strategy. It covers contribution limits, investment options, and tax advantages for ent…
- #594 Donald Miller on Why Your Brand Message Is Costing You Sales
This episode features Mat and Donald Miller discussing the StoryBrand framework and airplane model. They explore how these concepts can help small businesses with marketing, sales, and messaging clarity to foster growth.
- #593 Open Forum: Lessons on Money, Taxes, and Wealth
This episode of the Main Street Business Podcast features Mark J. Kohler discussing common money, tax, and investment mistakes. He offers strategies for wealth protection and financial security covering topics such as property transfers to…
- #592 The 10 Biggest LLC Mistakes (And How to Avoid Them!)
This episode of the Main Street Business Podcast, hosted by Mark J. Kohler and Mat Sorensen, discusses common LLC mistakes and critical steps small business owners can take to avoid them. They cover topics such as choosing the right entity…
- #591 Benefits of a Privacy Address
This episode of the Main Street Business Podcast discusses practical and legal methods for protecting personal information and addresses from public records. It covers manager-managed LLCs, registered agents, privacy addresses, and Wyoming…
- #590 Be Your Own Landlord: 3 Unique Strategies
This episode of the Main Street Business Podcast explains three real estate strategies for business owners. It covers how to become your own landlord, generate cash flow, and protect family wealth, including tax benefits and financing opti…
- #589 The SALT Workaround After the One Big Beautiful Bill (OBBB)
Mark and Mat discuss the SALT workaround, a strategy for unlimited state tax deductions in 36 states. They cover qualification, implementation, state-specific deadlines, and the importance of timely action for tax savings.
- #588 Tax Strategy Q&A: Mega Backdoor Roth, RV Write-Offs, and LLC Mistakes
Mark Kohler and Mat Sorensen answer listener questions regarding tax, legal, and wealth-building strategies. Topics include Mega Backdoor Roth, vehicle deductions, S-Corp partnerships, LLCs, Solo 401(k)s, and RV write-offs.
- #587 Trump Signs The Big Beautiful Bill: What This Means for Tax Planning
President Trump has signed new tax legislation. This episode explores tax planning strategies for small business owners, real estate investors, and entrepreneurs, covering topics such as bonus depreciation, the QBI deduction, and Opportuni…
- #586 When Should I Register My LLC in a Different State?
This episode of Main Street Business features Mark J Kohler and Mat Sorensen discussing LLC registration in different states. They cover strategies for small business owners and real estate investors, including asset protection, avoiding p…
- #585 New Tax Bill Signed Into Law By President Trump - What’s In and What's Out?
This episode of Main Street Business discusses President Trump's new tax legislation, the “Big Beautiful Bill.” Mat Sorensen explains its impact on personal and business taxes, detailing provisions for individuals, small business owners, a…
- #584 The Best Real Estate Opportunity in a Decade — Featuring Chris Loeffler from Caliber
In this episode, Mat Sorensen and Chris Loeffler, CEO of Caliber, discuss the current state of the real estate market. They explore why commercial real estate is offering investment opportunities and how investors can participate.
- #583 Strategic Strategies With a Self Directed IRA
This episode of Main Street Business discusses strategies for investing retirement accounts using a self-directed IRA. It covers alternative investments like real estate, crypto, and private businesses, as well as Roth IRA investment strat…
- #582 How Gene Simmons Started as a Small Business Owner and Became #1
Gene Simmons shares insights on business, life, and the creation of the KISS brand. He discusses strategic thinking, trademark protection, and his personal philosophies on success.
- #581 Breaking News - Senate Tax Bill Text Released
This episode of Main Street Business, titled "Breaking News - Senate Tax Bill Text Released," compares the House and Senate tax bill proposals. It examines the differences between them and how they might affect listeners.
- #580 The 4 Phases of Business - Don’t Make the Same Mistakes We Did
This episode of the Main Street Business Podcast with Mark J. Kohler and Mat Sorensen covers the complete business lifecycle, from starting lean to systemizing operations, smart scaling, and strategic exiting. They share real-world strateg…
- #579 Tax Hacks the Wealthy Use (Attorneys Break it Down)
This episode of the Main Street Business Podcast features Mark J. Kohler and Mat Sorensen discussing tax and business questions. Topics include business structures, home office deductions, revocable living trusts, estate planning, rental i…
- #578 The Complete Guide to Estate Planning
Mark J. Kohler and Mat Sorensen discuss the importance of estate planning, including wills and revocable living trusts, for every adult. They cover the practical steps for setting up an estate plan, naming a trustee, and ensuring assets ar…
- #577 Which LLC is Right for Your Business
Mark J. Kohler and Mat Sorensen discuss six LLC structures. They cover topics including single-member LLCs, asset protection, tax savings, and advanced planning strategies.
- #576 How to Set Up a Family Office Without Being Ultra-Rich
This episode of the Main Street Business Podcast explains how to set up a family office. It covers topics such as tax write-offs, asset protection, and wealth building. The host, Mark J. Kohler, discusses how board meetings and strategic p…
- #575 How to Turn NIL Deals Into Long-Term Wealth
This episode of the Main Street Business Podcast features Mark J. Kohler and Max Merritt, who explain how NIL athletes can transform short-term earnings into long-term wealth. They discuss strategies such as forming an LLC, electing S corp…
- #574 Stock Market Falls - 3 Strategies to Take Advantage and Build Wealth
This episode of Main Street Business discusses three strategies for navigating a stock market downturn: staying invested, tax loss harvesting, and diversifying investments. It focuses on building wealth during market corrections.
- #573 How to Exit Your Business The RIGHT Way w/ Chris Van Dusen
Mark J. Kohler and Chris Van Dusen discuss how to exit a business. They cover topics such as understanding enterprise value, market fit, and preparing for the emotional transition of selling a business sale.
- #572 LLC Masterclass: Everything Every Business Owner Should Know!
This episode of Main Street Business features Mat Sorensen discussing LLCs. He covers the reasons for forming an LLC, including asset protection and business legitimacy, and provides guidance on setting them up correctly.
- #571 How to Raise Money For Your Real Estate Deals w/ Hunter Thompson
Hunter Thompson joins Mark J. Kohler on Main Street Business to discuss raising capital for real estate deals. They cover strategies for attracting and retaining investors, navigating regulations, and the role of marketing in a competitive…
- #570 Should I Be Afraid to File a Tax Extension (Listen before April 15)
This episode of Main Street Business discusses tax extensions. It covers how a tax extension can reduce stress, cut audit risk, and provide time for tax planning, including information on deadlines and solo 401(k)s.