On Freund, founder of Wilco and former VP of Engineering at WeWork, speaks with SE Radio's Brijesh Ammanath about "upskilling" – going deeper or increasing the breadth of your skills. On has years of experience in helping developers master the skills needed to advance in their careers. This episode explores the importance of upskilling in a constantly evolving tech landscape. They focus particularly on how and why senior and expert developers should keep learning, upskilling, and reskilling throughout their careers. Freund offers suggestions on how to face some common challenges, especially for remote or distributed workers, and how and why engineering managers can help enable upskilling for their teams.