Guy Kawasaki's Remarkable People Why Reinvention Defines Success with Ilana Golan
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Sep 24, 2025 
Ilana Golan, a former F-16 flight instructor and a Silicon Valley entrepreneur, shares her journey of reinvention. She discusses how to embrace uncertainty and turn setbacks into opportunities while navigating biases in leadership. Ilana provides a step-by-step framework for career pivots, emphasizing the importance of personal branding and building support networks. She also critiques divisive leadership and highlights the need for adaptability in today’s fast-changing world. Her inspiring insights are perfect for anyone looking to redefine their career path.
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First Woman F-16 Flight Instructor
- Ilana Golan became an F-16 flight instructor even though women were not allowed to be combat pilots at the time.
- At 19–20 she had enormous responsibility and learned through failure while training combat pilots.
Reinvention Is Continuous
- Reinvention is a recurring necessity because careers now require regular relearning and role changes.
- Ilana says people will need to reinvent themselves every year or two to stay relevant.
Define Your Next Identity First
- First define what you want to be known for and what you want to do next.
- Then align your story and build ambassadors who will bring hidden-market opportunities.