Real Estate Investing in the Age of AI with Tim Fergestad

Guest Appearances

The Paging Financial Freedom Podcast

Hosted By: Dr. Daniel Shin

October 21, 2026

In this episode of Paging Financial Freedom, Dr. Daniel Shin sits down with Tim Fergestad, Ph.D., neuroscientist, real estate investor, and founder of Oak Street Assets. Paging Financial Freedom is built for physicians and their spouses who want to build wealth through real estate and reclaim control of their time.

Tim walks through his path from neuroscience research into full-time real estate investing and the thinking behind it: why owning income-producing assets matters more than earning a high income, how real estate tax advantages work for couples, how AI may reshape the road to financial independence, and where the multifamily market sits in its cycle. The conversation closes on buying through downturns and why timing the market rarely works.

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