30:40

In this conversational YouTube interview, CPA‑attorney Mark Kohler and enrolled‑agent tax strategist Karlton Dennis walk viewers through a suite of under‑utilized year‑end tax strategies aimed at side‑hustlers, LLC owners, and self‑employed professionals. They begin by highlighting the prevalence of side‑hustles and the hidden cost of self‑employment tax (15.3%). The core of the discussion centers on reclassifying an LLC as an S corporation via Form 2553 to shift income from self‑employment tax to payroll tax, emphasizing the $50,000 profit break‑even point and the importance of reasonable compensation. They then explore ancillary tactics: holding formal board meetings to deduct travel and meals; leveraging bonus depreciation and Section 179 for equipment and heavy vehicles; using cost‑segregation studies and bonus depreciation on real‑estate to accelerate depreciation; placing children on payroll (or issuing 1099s) to capture up to $13,850 per child in deductible wages; establishing a solo 401(k) or self‑directed retirement account before year‑end and making Roth or back‑door Roth conversions; and finally, setting up a high‑deductible health plan to fund a Health Savings Account (HSA) with deductible contributions. Throughout, they stress the urgency of acting before the calendar year ends, the need for knowledgeable tax professionals, and the availability of workshops and online resources to implement these strategies.

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