While presidential transitions always present challenges, few take place in crisis situations like the one we confront today. What lessons can we learn from past transitions? How should the Biden administration navigate the complexities of the current moment? Joining us to consider these questions is Robert Gibbs, White House Press Secretary during the financial crisis and a key figure in the Obama administration. Gibbs reflects on lessons learned from that transition and experience. Turning to the present, Gibbs and Bill Kristol consider the Biden transition and the unique set of challenges the Biden administration confronts. The experience and insight Gibbs draws upon here is a valuable resource for thinking through how to navigate the tumultuous times we face.