Main Street Business

Mark J Kohler and Mat Sorensen
undefined
Dec 5, 2025 • 30min

#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 many business owners hit when rushing into a purchase for the write-off. If you’ve ever wondered whether you should buy now, wait, or skip the purchase altogether, this conversation gives you the clarity you need.You’ll learn how tax brackets, depreciation schedules, and financing choices impact your allowable deduction, why bonus depreciation isn’t always the smartest move, and how S-corp basis affects whether you can deduct anything at all. The guys also explain year-end timing strategies, the time value of money, and how to prioritize deductions that actually move the needle—while avoiding the mindset of treating tax planning like a last-minute school assignment.If you want to make smart year-end decisions, hit like and subscribe for more practical tax and wealth-building strategies. Have a question about your specific situation? Drop it in the comments! And if you’re considering a major purchase before December 31, watch this episode before heading to the dealership or equipment lot.You’ll learn:How to avoid the biggest year-end tax mistakes business owners make when rushing to buy equipment or a new truckWhy “just because you can doesn’t mean you should” is the most important rule in year-end tax planningThe difference between a tax deduction and a tax credit, and why confusing the two leads to expensive decisionsHow to calculate whether a year-end equipment purchase actually saves you money after factoring in your tax bracketWhy business-use percentage determines whether your vehicle deduction is $100,000 or $30,000Why 100% bonus depreciation can become a trap if you finance equipment without having basis in your S corporationWhy contractors, doctors, and other high-income earners should not automatically take bonus depreciation in one yearGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp604-year-end-equipment-purchases Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
undefined
Nov 28, 2025 • 26min

#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 are completely missing.You’ll learn how to “match & out” your workplace 401(k) so you don’t leave free employer money on the table, how the Mega Backdoor Roth works using after-tax contributions inside your 401(k), and why high earners and oil rig workers were among the first to exploit it. The guys also cover critical year-end deadlines for setting up a solo 401(k), how to snag valuable small business tax credits, and smart ways to structure Roth conversions so you don’t accidentally bump yourself into a much higher tax bracket. They even touch on using your kids’ earned income to fund their own Roth IRAs and create generational tax-free wealth.If you want to keep more of what you make, grow your retirement accounts faster, and stop relying on Wall Street or your employer to “save” you, this episode is your year-end checklist.Listen to the end, then hit subscribe for more tax and wealth-building strategies, drop your questions in the comments, and share this with a friend or family member who needs to take control of their retirement before the year is over!You’ll learn:How to avoid missing the three major retirement account deadlines coming up before December 31, 2025Why doing a “match & out” on your employer 401(k) can instantly increase your contributions using free employer fundsHow the Mega Backdoor Roth works inside a 401(k) and why it allows up to $70,000 in Roth contributionsWhy high-income earners, including oil rig workers, were early adopters of after-tax 401(k) strategiesThe exact deadlines and setup requirements for opening and funding a Solo 401(k) for small business ownersHow to use Roth conversions strategically without accidentally jumping into a higher tax bracketHow to use earned income for your children to fund their own Roth IRAs and create long-term tax-free wealthGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp603-3-year-end-deadlines 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!
undefined
Nov 21, 2025 • 24min

#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 food, entertainment, awards, and even venue costs into a legitimate write-off.Unlike generic tax tips online, this discussion dives into real-world application for small business owners — whether you have a growing team, a handful of employees, or a small staff running from your home office. Mark and Mat explain the three requirements every event must meet, the difference between 50 percent and 100 percent deductions, why culture and team-building matter for tax purposes, and the exact documentation you need to protect the deduction. They also walk through case law, common mistakes, and creative strategies like using the Augusta rule when hosting at your home.Whether you’re planning a Christmas party, a summer barbecue, a team-building event, or an employee appreciation night, this episode will help you use the tax code to your advantage while still creating an event your team will love. By the end, you’ll know how to design an effective, compliant, and fully deductible company party that strengthens your culture and saves you money.You’ll learn:How to structure a company holiday party or event so it qualifies for a full 100 percent tax deductionThe three IRS requirements under Section 274 that determine whether meals and entertainment are fully deductibleReal examples of deductible events, including award lunches, themed parties, off-site gatherings, and interactive team activitiesHow to document business purpose properly and protect your deduction if the IRS ever asks for proofCreative strategies like using the Augusta rule when hosting at your home to increase deductions legallyCommon mistakes business owners make when planning events — and how to avoid losing the write-offHow to maximize tax benefits while still creating a memorable, effective event your team actually enjoysGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp602-write-off-holiday-party 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!
undefined
18 snips
Nov 19, 2025 • 31min

#601 Top 20 Year-End Tax Strategies Everyone Should Know!

Discover powerful year-end tax strategies perfect for entrepreneurs! From retroactive S-corp elections to maximizing HSAs, learn how to save thousands. Find out how to handle startup expenses, maximize retirement contributions, and utilize 100% bonus depreciation for equipment. The hosts break down smart income timing, charitable contributions, and tax-loss harvesting. Plus, leverage the self-rental rule for properties and pay family members to reduce your tax burden. Wrap up the year with savvy financial moves and prepare for a prosperous new one!
undefined
Nov 14, 2025 • 39min

#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 affects the next. We cover business valuation timing, enterprise vs. personal goodwill, forensic accounting, lifestyle analysis, and “sudden income deficiency syndrome.” Plus, Rebecca explains her SLAY framework (Strategy, Leverage, Anticipate, You) for negotiating with narcissists and staying out of emotional sabotage.If this helped, subscribe for weekly legal and tax strategy insights, drop your questions in the comments, and share with a friend who needs it.You’ll learn:How to prepare financially before filing for divorce — and the first critical steps to protect your assets and credibilityThe five main areas every family law case covers: property division, spousal support, custody and parenting decisions, child support, and attorney’s feesHow and when to value a business during divorce, including the difference between enterprise and personal goodwillWhy forensic accounting, lifestyle analysis, and “sudden income deficiency syndrome” can make or break your caseSmart strategies for both the moneyed and non-moneyed spouse to stay financially stable during proceedingsHow Rebecca Zung’s SLAY framework (Strategy, Leverage, Anticipate, You) helps you negotiate with a narcissist and avoid emotional trapsGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here’s the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp600-rebecca-zung-interview  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!
undefined
Nov 6, 2025 • 50min

#599 Top 10 Due Diligence List: How Smart Investors Protect Their Money

Recorded live, the hosts dive into essential due diligence tips for investors. They emphasize the importance of understanding investments and demanding documentation to avoid scams. Legal pitfalls with commissions and the value of securing notes are discussed. Real horror stories highlight the dangers of pressure tactics. Strategies like using CRUTs for crypto gains and maximizing Solo 401(k) options provide critical insights. The key takeaway? Learning to say "no" can be your best investment strategy.
undefined
10 snips
Oct 24, 2025 • 26min

#598 Hold Your Family Board Meeting by Year-End!

Discover the transformative power of holding a Family Board Meeting before year-end! Dive into key strategies for compliance, asset protection, and financial education for your family. Learn how to document minutes to safeguard against audits and lawsuits, while maximizing tax deductions on meeting expenses. Explore ways to engage your spouse and kids in the business, fostering unity and teaching them valuable wealth principles. This meeting isn’t just about business; it’s about creating a legacy and ensuring continuity for future generations.
undefined
Oct 17, 2025 • 40min

#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 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 worksHow to transfer real estate into an LLC without triggering the due-on-sale clause or losing financing optionsThe 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 distributionsSimple bookkeeping and payroll strategies to stay compliant and ready for tax seasonHow to use smart entity structuring to protect your assets and save thousands in self-employment taxesPractical tips for maximizing retirement contributions through Solo 401(k)s and Mega Backdoor Roth strategiesGet 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. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
undefined
9 snips
Oct 10, 2025 • 30min

#596 How to Set Up, Maintain, and Maximize Your Solo 401(k)

Discover the secrets to setting up and maximizing your Solo 401(k) as the hosts dive into eligibility rules, contribution strategies, and investment options. Learn how hiring family members can enhance savings and explore the benefits of self-directed investing in real estate or crypto. Find out about Roth and traditional buckets, plus the savvy ways to roll over existing retirement funds. They also demystify ongoing compliance and share a limited-time special offer to help you get started on your retirement journey.
undefined
Oct 6, 2025 • 23min

#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 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 IRAThe major tax and contribution advantages that make Solo 401(k)s one of the most flexible retirement plans for entrepreneursHow to borrow from your Solo 401(k) and pay yourself back with tax-free interestWhy Solo 401(k)s offer strong asset protection and rollover options from old retirement accountsThe power of self-directing your Solo 401(k) into real estate, small businesses, and other alternative investmentsGet 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-solo-401k-p1-benefits&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. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app