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

Nov 19, 2025

Discover 20 powerful year-end tax strategies tailored for small business owners and entrepreneurs. Learn about retroactive S-corp elections, maximizing HSAs, and strategic income timing to save money. Find out how to properly pay family members, leverage bonus depreciation on vehicles, and navigate health reimbursement arrangements. Plus, explore options like tax-loss harvesting and charitable gifts to maximize your deductions before the year ends. Get ready to finish strong and set your business up for financial success!

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ADVICE

Use Retroactive S Election And Nail Payroll

Consider retroactive S-corp election if your LLC made over $50,000 in profit to save on self-employment tax.
Reevaluate S-corp payroll to pay a reasonable salary and shift remaining profit to distributions to reduce FICA costs.

ADVICE

Get A First Sale To Unlock Startup Deductions

If you started a business this year with expenses but no sales, make at least one sale before year-end to unlock startup deductions.
Convert a hobby into revenue now so those expenses deduct on your 2025 return instead of carrying forward.

ADVICE

Hold Year-End Board Meetings During Travel

Hold a formal board meeting during holiday travel to document meetings and deduct travel, dining, and possible home rental under the Augusta rule.
Use advisor or director meetings to justify business expenses and family involvement on payroll if appropriate.

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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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