Our listener Abdullah has reached a plateau. A mid-career manager at a large electronics engineering corporation, he feels intellectually unstimulated. Even though Abdullah has a stable job with seniority, he dreams of going back to school, and pursuing his true passion: economics. But with a family to support, should Abdullah make a risky leap? On this episode of How To!, host Carvell Wallace is joined by Freakonomics co-author and University of Chicago economist Steven Levitt. Well-known for out-of-the-box thinking, Levitt shares surprising tips (including a simple coin flip strategy) that can help anyone on the edge of a huge decision. If you liked this episode, check out: How To Know When to Quit Your Job Do you have a question we can help you solve? Send us a note at howto@slate.com or leave us a voicemail at 646-495-4001. We might invite you on the show! Subscribe for free on Apple, Spotify or wherever you listen. Podcast production by Kevin Bendis, Derek John, Joel Meyer, and Rosemary Belson. If you enjoy this show, please consider signing up for Slate Plus. Slate Plus members get an ad-free experience across the network and exclusive content on many shows—you’ll also be supporting the work we do here on How To!. Sign up now at slate.com/howtoplus to help support our work. Learn more about your ad choices. Visit megaphone.fm/adchoices