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 must-listen for entrepreneurs and small business owners.

Here are some of the highlights:

• Mark introduces the topic of transitioning from an LLC to an S corp, emphasizing the importance of how one pays themselves.
• Mark splits life into operations and assets, explaining that operations could include a day job or a side hustle, while assets could include rental properties, brokerage accounts, and retirement accounts.
• Emphasizes the importance of treating the S corp as a real business, including having a bank account, tax ID number, corporate book, and annual board meetings.
• Explanation of the drawbacks of paying self-employment tax on an LLC, which is 15.3% on all profits.
• The importance of properly allocating draws on paper and issuing a W-2 report to achieve tax savings.
• How an LLC pays self-employment tax and state tax, while an S corp allows for splitting income into payroll and K-1 distributions to reduce tax liability.
• Implementing a payroll matrix to help business owners determine the appropriate payroll percentage based on their profit.
• The cost of converting to an S corp is justified by the significant tax savings achieved.

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
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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 need to file a BOI or how this ruling impacts your LLC or corporation, this is a must-watch (or listen). Stay informed and ahead of the curve as this legal battle unfolds.

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• 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 Mat Sorensen host another open forum and break down key retirement planning strategies, including the mega backdoor Roth IRA, and discuss the benefits and pitfalls of partnership structures. They also explore the potential implications of the Corporate Transparency Act following its recent unconstitutional ruling, with actionable tips for trust management and entity cleanup.

Here are some of the highlights:

• Mark and Mat clarify the difference between mega Roth 401(k) and backdoor Roth IRA.
• Mark expresses concerns about the partnership structure and the potential for inequitable distribution of responsibilities and benefits.
• Mat emphasizes the importance of understanding partnership structures to avoid getting a bad deal.
• Explanation of the backdoor Roth IRA strategy and the pro-rata rule for traditional IRA contributions.
• How the corporate Transparency Act has been ruled unconstitutional, affecting the BOI reporting requirement.
• Recent ruling in Texas that the Corporate Transparency Act is unconstitutional.
• Speculation on the future of the Corporate Transparency Act under the Trump administration.
• Encourages listeners to review their tax and legal situations for year-end planning.

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• 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 Mat Sorensen break down the complexities of Roth IRAs versus IULs. They discuss how Roths provide tax-free growth and accessibility, while IULs offer insurance benefits but demand careful financial management.

Here are some of the highlights:

• Mark and Mat begin by introducing the topic of discussion, noting the popularity of IULs among young people and the confusion surrounding their use as a retirement alternative.
• Mark shares a personal anecdote about his cousin considering a life insurance policy for retirement, highlighting the need for careful consideration.
• Mat explains the basics of IULs, including their combination of term life insurance and a cash value component that grows tax-free.
• Mark and Mat touch on the ease of accessing contributions in a Roth IRA versus the longer-term access of IUL cash value.
• They identify the ideal target audience for IULs as those with stable income and a need for both death benefit and investment growth.
• Roth IRAs should be the starting point for most people, followed by a consultation with a trusted advisor for IULs.
• The importance of individualized advice and the potential benefits of IULs for those with specific financial needs and stable income.
• How Roth IRAs offer a simpler, more accessible entry point for long-term wealth building.

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• 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 Mat Sorensen reveal the hidden tax traps influencers often overlook. From claiming the fair market value of gifted products to understanding which deductions won’t raise red flags, they provide practical, actionable insights to keep your business compliant and thriving.

Here are some of the highlights:

• Mark Kohler discusses the IRS's perspective on expenses and how companies that send free products to influencers can claim them as business expenses.

• Mat underlines the importance of influencers claiming the fair market value of products they receive, even if they are not sent a 1099 form.

• Mark and Mat explain how gifts can be a write-off for businesses but emphasize that influencers must claim the fair market value of products they promote.

• The IRS has a task force specifically targeting influencers and has been given additional funding to audit them more effectively.

• Explanation of the importance of understanding the value of promotional posts and ensuring that influencers are compensated appropriately.

• How influencers should focus on optimizing their tax situation to keep as much money as possible.

• Debunk the myth that luxury items like Rolex watches or Lamborghinis can be written off as business expenses simply because they appear in videos.

• Encouragement for influencers to embrace their role as business owners and take advantage of available tax strategies.

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• 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 shares valuable insights on year-end tax strategies that can help business owners save money and optimize their financial planning. With over 20 years of experience as a CPA and attorney, Mark breaks down five key strategies that every business owner should consider before the year ends. From retroactive S elections to maximizing health savings accounts, this episode is packed with practical advice for navigating the complexities of tax season.

Here are some of the highlights:

• Mark explains the importance of making a retroactive S election to potentially save thousands in self-employment taxes.
• He discusses how to determine reasonable payroll amounts for S corporations, emphasizing the benefits of strategic compensation.
• The episode highlights the necessity of making a sale before year-end to unlock deductions for startup costs.
• Mark introduces the concept of holding a board meeting as a tax write-off opportunity, encouraging listeners to engage family and friends in their business discussions.
• He emphasizes the significance of health savings accounts (HSAs) and the upcoming open enrollment period, detailing how HSAs can provide substantial tax advantages.

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• 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 Mat Sorensen host an open forum, addressing your top tax and legal questions. They dive into why having an LLC is crucial for protecting your assets, how Medicaid clawbacks can impact your estate, and the benefits of elder law planning. Whether you're looking to safeguard your wealth or prepare for the future, this episode has essential insights.

Here are some of the highlights:

• Mark & Mat Matt explain how Medicaid can go after significant assets if the parents have them, but the home is typically exempt.
• Mat warns about potential estate planning issues if the parents sell the house to their children for less than market value.
• Mark and Mat advise against using a Lady Bird Deed alone and recommend setting up a trust instead for a more comprehensive estate plan.
• How you can either take mileage deductions or actual expenses, but an LLC provides better asset protection.
• LLC provides asset protection and can be converted to an S corporation if needed.
• Airdropped crypto is considered a disallowed contribution to the Roth IRA and should be moved to a personal wallet.
• Children under age 18 do not require a 1099 or W-2, and paying them as outside labor is best.
• Mat emphasizes the importance of understanding the tax rules for paying children and offers strategies for maximizing tax benefits.

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• 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 Carter Cofield to discuss must-know year-end tax strategies that can save you money and set you up for success. They dive into the "December loophole" for vehicle depreciation, maximizing health savings accounts (HSAs), and using Roth conversions to lower your future tax burden. Whether you're a seasoned business owner or just starting out, these actionable tips are essential for closing out the year on a strong financial footing.

Here are some of the highlights:

• Mark and Carter discuss the tax benefits of renting out a primary residence for business purposes, emphasizing the $14,000 tax deduction and tax-free income potential.
• Mark comments on the current market trends, including rising markets, crypto, and interest rates, urging listeners to invest in their future and business.
• How to hold board meetings during family gatherings to write off travel and dining expenses, making it a tax-efficient holiday activity.
• Carter highlights the importance of reviewing entity structures in the last quarter of the year, especially for LLC owners with unexpected profits.
• They emphasize the need to finalize payroll amounts before year-end to avoid last-minute adjustments and penalties.
• Explanation of the "December loophole" for healthcare, where health insurance must be in place before December 1 to qualify for the entire year's HSA contribution deduction.
• The importance of planning and using tax savings accounts strategically to maximize tax benefits.

Need more Carter Cofield in your life? Check him out on the Melanin Money Show

• Grab my FREE Ultimate Tax Strategy Guide HERE!
• Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification.
• You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360
• Looking to connect with a rock star law firm? KKOS is only a click away!
• Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler
• Craving more content? Check out my Instagram!