Want to impress your friends at your next neighborhood cookout? Not only tell them that you saved money on your insurance, but also humblebrag that you listened to today's show and actually understand WHY you made better decisions. MIT professor Amy Finkelstein joins us with stories about insurances gone wrong, sharing details so you better understand how the system works. We'll talk about, among other things, why health insurers want to know if you go to the gym (not the reason you think), what American Airlines has to do with insurance nightmares, and why your company only offers "open enrollment" once per year. In our headlines segment, have you thought about leaving the USA to pursue your next opportunity? We'll share a new list of the top places to live for young professionals. In our TikTok minute, we'll profile some people who may need to pay more attention while on the job. And of course we'll save time to throw out the Haven Life line to Mike who lost a bunch of money in crypto and also share some of Doug's mouth-watering trivia. FULL SHOW NOTES: https://www.stackingbenjamins.com/amy-finkelstein-1311 Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at StackingBenjamins.com/201. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices