Jim Olson has spent his career helping businesses navigate moments of intense pressure from corporate crises to deeply personal challenges, running comms at United Airlines and Starbucks. In this episode, the author of Tailwind shares the lessons he’s learned from leadership, resilience, and facing adversity head-on.
Drawing inspiration from Captain Sully’s Hudson River landing, Jim explains why the best crisis leaders follow the same process: aviate, navigate, communicate. We discuss where crisis management often goes wrong, what leaders can learn from failures like United Airlines, and why “black box thinking” matters in both business and marketing.
Jim also opens up about his own cancer diagnosis and the mindset that helped him through it.
Get Jim's new book, Tailwind here:
https://www.amazon.com/Tailwind-Compass-Turning-Setback-Comeback/dp/B0GXCM3VYT/
00:00 - Start
01:11 - Lessons from Captain Sully’s Hudson River landing
06:11 - The black box thinking approach to marketing
07:30 - Other crises Jim has had to deal with in his career
09:18 - When crisis management goes wrong - United Airlines
13:11 - Managing merging two cultures
15:27 - The situation when Jim’s CEO had a heart attack
18:00 - Jim’s cancer diagnosis
23:30 - The power of positive mentality
28:30 - Don’t ask yourself what if, ask yourself why not
31:34 - The power of a fourth space
34:05 - Crisis doesn’t build character, it reveals it
37:02 - Leadership lessons from Howard Schultz
38:58 - Jim’s advice for those people facing a crisis