Office Hours: The Paradox of Choice, Dating Advice, and the Value of an MBA for Entrepreneurs

We’re revisiting some of our favorite questions and answers from past episodes. Scott answers a question about how Trader Joe’s has succeeded without offering delivery or online shopping. He then gives dating advice to the young and single in an era of dating apps, and offers his thoughts on why business school is still worth it, even if you just want to work for yourself.

Office Hours: TikTok vs. Vine, the Value of Writing, and Late Career Transitions

Scott answers a question about what he calls one of the greatest missed opportunities in the history of tech — when Twitter sold Vine. He then takes a question on whether humanities majors can still succeed in business, and offers advice to someone thinking about leaving her established media career for the tech industry.

Office Hours: eBay’s NFT Marketplace, Leaving the U.S., and Advice to a Teenager

Scott takes a question about how established brands can leverage their platforms and identities in a Web3 world. He then shares why he’s moving to the U.K. and offers advice to a progressive who’s tired of America and wants to do the same. Scott also takes a question from a 16-year-old about what he would have done differently in his teenage years.