36:17

In this episode of the Main Street Business Podcast, CPA/attorney Mark Kohler and co‑host Matt Sorenson address a series of common misconceptions and practical questions about tax and legal planning. They begin with health‑savings accounts (HSAs), clarifying contribution limits, reimbursement rules, the ability to hold multiple HSAs, and the compatibility of HSAs with health‑reimbursement arrangements (HRAs). They then debunk the feared “due‑on‑sale” clause for real‑estate investors, explaining that banks rarely enforce it when the mortgage is current and that transferring properties to LLCs is a standard asset‑protection strategy. The hosts discuss how business expenses charged to personal credit cards can still be deducted, emphasizing the importance of documentation and avoiding unnecessary loan structures. They walk through the back‑door Roth IRA for high‑income earners, and they explain how multiple 1099s can be routed through an S‑corp or LLC, even if originally issued to a Social Security number. The conversation moves to inter‑generational property transfers, warning that gifting assets before death triggers gift‑tax filing and forfeits the step‑up‑in‑basis benefit, whereas transfers at death preserve the stepped‑up basis. They illustrate how interest on a home‑equity loan used to fund a rental property is deductible, and they confirm that travel and meal expenses incurred while managing a rental are also deductible. For listeners just starting out, they outline a “starter roadmap”: obtain an estate plan/trust, build a retirement account (including back‑door Roths), consider self‑directed IRAs/401(k)s, and develop a side‑hustle or rental property to unlock larger tax savings. Finally, they stress the importance of maintaining LLC formalities—separate bank accounts, documented meetings, proper email signatures, and consistent use of the manager title—to preserve the corporate veil and avoid “piercing the veil” in lawsuits. The episode closes with a motivational reminder to balance education with action.

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