Are you making smart tax and legal decisions, or leaving money on the table without realizing it? In this episode of the Main Street Business Podcast, Mark J. Kohler tackles your toughest questions and breaks down real-world tax strategies, asset protection myths, and retirement planning mistakes that business owners and investors face every day.

From selling million-dollar collectibles and avoiding unnecessary taxes, to understanding how S Corporations can impact Social Security benefits later in life, Mark tackles listener questions with practical, no-nonsense advice. You’ll learn why LLCs don’t magically reduce taxes, how charitable remainder trusts really work, and when trusts actually make sense — and when they’re a complete waste of money.

If you’re a small business owner, investor, or high-income professional looking to legally reduce taxes, protect assets, and build long-term wealth, this episode is packed with insights you can use right now!

You’ll learn:

Why setting up an LLC or corporation won’t help you avoid capital gains taxes when selling high-value collectibles
When trusts actually make sense for asset protection—and when they’re an expensive mistake
Why Social Security has diminishing returns for high earners and how S Corporations change the math
The rules around depreciated equipment and why you can’t “reset” depreciation with a new entity
How self-rental real estate strategies can unlock powerful deductions for business owners
What counts as a prohibited transaction inside IRAs and Solo 401(k)s—and what doesn’t

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=msbp607-open-forum-toughest-tax-and-legal-questions

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!

Escaping Fiat Madness and Counterparty Risk With Gold, the Only “Tier Zero” Monetary Asset

Peak Prosperity

Outro

The AI-powered Podcast Player