News and Updates

June 4, 2026

What Happens When Your Retirement Rental Strategy Disappears?

Full Article Link: https://www.kiplinger.com/retirement/retirement-planning/we-were-banned-from-airbnb-do-we-have-to-sell-our-dream-beach-house Quote from Evan Mills “You have a $1.6 million portfolio and a $1.1 million beach house, so you’re looking at almost half of your total wealth […]

June 3, 2026

Treasury Ladder vs. Money Market: Structuring Cash After a Business Sale

A listener wrote in: They sold their business 18 months ago and are sitting on roughly $12 million in cash, split between a high-yield savings account and a money market […]

June 2, 2026

Do You Have to Charge Your Kids Rent to Use the Family Lake House?

A question came in recently from a couple who own three properties across two states. Their kids and grandkids use them freely throughout the year, and everything seemed fine until […]

June 1, 2026

Family Property Tax Traps, I Bonds vs. Treasury Ladders, and Rethinking the Prenup

Transcript Stephan Shipe: Welcome back to the Scholar Wealth Podcast. This week we open with a question from a couple who own three properties across two states and have been […]

May 27, 2026

Pre-IPO Planning: What to Do Before the Lockup Lifts

A software engineer at one of the major AI companies wrote in this week. He joined three years ago, the company is heading toward what could be one of the […]

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