News and Updates

March 9, 2026

AI Concentration Risk, Concierge Medicine, and Avoiding Trust Disputes

Transcript Intro Stephan Shipe: Welcome back to the Scholar Wealth podcast. This week we begin by discussing how to think about concentration risk after significant gains in large cap tech […]

March 4, 2026

Supporting Your Child’s Startup: Navigating Terms, Risk, and Family Dynamics

For families who find themselves in the exciting but fraught position of being asked to back a child’s venture-backed startup, the urge to be supportive often collides with a healthy […]

March 3, 2026

Private Placement Life Insurance: Evaluating the Benefits and Drawbacks

What Private Placement Life Insurance Promises Private placement life insurance (PPLI) is marketed as a type of permanent life insurance with an aura of exclusivity. The idea is that you […]

March 2, 2026

Evaluating PPLI, Investing in a Child’s Startup, and Cross-Border Tax Complexity

Transcript Intro Stephan Shipe: Welcome back to the Scholar Wealth podcast. This week we explore private placement life insurance and how families should evaluate whether the promised tax advantages justify […]

February 25, 2026

Short-Term Rentals and Bonus Depreciation: What Actually Qualifies

Start With the Investment Itself Before we talk about bonus depreciation or any tax strategy tied to short-term rentals, I want you to ask yourself one question: would you buy […]

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