News and Updates

August 25, 2026

Is Chasing IPO Allocations Actually Worth It?

A listener wrote in with a great question. He’s a tech executive, mid-forties, around $18 million invested, and he’d just been through the SpaceX IPO. He put in a $50,000 […]

August 24, 2026

Custom Suits, Bulletproof Jackets, and the $45,000 Vicuña with Anthony Bolognese, Capitol Hill Clothiers

Transcript Intro Stephan Shipe: This week, we’re dedicating the full episode to a conversation I had with Anthony Bolognese, founder of Capitol Hill Clothiers. Anthony is a custom clothier based […]

August 19, 2026

Three Ways to Buy a $2.8 Million Second Home, and How to Choose Between Them

A couple has found a place in Boulder at $2.8 million. They can write a check for the whole thing, put 25% down and finance the rest, or borrow against […]

August 18, 2026

What Advisors Actually Mean by “Complex”

If you held $28 million in a single stock and every advisor you met opened by telling you how complicated your situation is, what would you conclude? Probably what this […]

August 17, 2026

The Boulder Home Decision, What “Complex” Really Means, and Generational Wealth Stewardship with Lisa McCurdy

Transcript Intro Stephan Shipe: Welcome back to the Scholar Wealth Podcast. This week we open with a couple planning to buy a second home in Boulder at around $2.8 million. […]

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