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

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Nov 19, 2025

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!

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ADVICE

Hold A Year-End Board Meeting

Hold a board meeting before year-end to justify travel, dining, and meeting expenses as business deductions.
Use the meeting to involve family, document compensation, and strengthen asset protection.

ADVICE

Act On HSAs By Dec 1

Enroll in or confirm a qualifying high-deductible health plan by Dec 1 to be eligible for HSA contributions.
You can contribute up to the HSA deadline (April 15) but must have the plan in place by year-end.

ADVICE

Clean Up Or Set Up Entities

Dissolve unused LLCs or other entities before year-end to stop paying state fees and franchise taxes.
Conversely, set up needed entities by Jan 1 to align next year's tax planning.

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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 HSAs, Solo 401(k)s, and smart income timing, this episode is your complete year-end playbook.

Unlike generic tax tips you’ll find online, these strategies are tailored for real entrepreneurs — whether you’re running an LLC, managing rentals, or building your side hustle. Mark and Mat explain how to pay your kids the right way, leverage 100% bonus depreciation on vehicles and equipment, and take advantage of HRAs, Roth conversions, self-rental rules, and tax-loss harvesting before the clock runs out. They also share which moves are still possible after year-end and which deadlines you can’t afford to miss.

Whether you’re just getting started or already running a profitable business, this episode will help you keep more of what you earn and make smarter tax decisions for 2025. By the end, you’ll know exactly how to finish the year strong — and start the next one with a strategy that builds wealth, not stress.

If you’re serious about saving money, staying compliant, and maximizing every deduction possible, this is an episode you can’t afford to skip!

How to implement 20 year-end tax strategies that help business owners, investors, and the self-employed keep more of their money
How to use S corporation elections, payroll planning, and paying your children legally to reduce self-employment tax
Why HSAs, HRAs, and Solo 401(k)s are some of the most powerful tools for deductible medical and retirement planning
How to unlock startup deductions with a first sale and maximize write-offs through year-end equipment and vehicle purchases
Smart ways to shift income and expenses between tax years to optimize your tax bracket
How Roth conversions, rental real estate strategies, and the self-rental rule build long-term tax-efficient wealth
Why scheduling a personalized tax review ensures that these strategies are actually implemented before December 31

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_campaign=main-street-business-podcast&utm_content=msbp601-20-year-end-tax-strategies

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