1:01:09

In this open‑forum episode of the Main Street Business Podcast, tax attorneys Mark Kohler and Matt Sorenson answer a rapid‑fire series of listener questions covering a wide range of small‑business and personal‑finance topics. They explain how to handle LLC ownership when refinancing a rental property, the mechanics of moving a property in and out of an LLC, and why keeping the bank out of the loop is advisable. They discuss using a self‑directed IRA to invest in a medical practice, the risk of unrelated‑business‑income tax (UBIT) and the use of blocker corporations. They critique large 529 college‑savings plans, outlining the tax and penalty consequences of withdrawals and recommending Coverdell IRAs or direct retirement accounts instead. They walk through coordinating the Employee Retention Tax Credit (ERTC) with the Paycheck Protection Program (PPP), detailing timing, payroll limits, and filing requirements. Real‑estate strategies dominate several segments: equity‑stripping via refinancing, leveraging low‑interest rates, using IRA‑LLCs for investment purchases, and tax‑efficient syndication investing, including K‑1 treatment, passive‑loss limitations, and pseudo‑1031 approaches. Throughout, the hosts blend informal humor, pop‑culture references, and personal anecdotes while maintaining a focus on actionable tax and legal guidance for Main‑Street entrepreneurs of all ages.

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