Jeremy Wacksman transitioned from a secure position at Microsoft to the struggling real estate startup Zillow during the U.S. housing crisis. His decision, while met with skepticism, proved to be beneficial as he rose to CEO over 15 years. Wacksman's marketing background played a key role in his success, particularly as Zillow's fortunes improved following the launch of its mobile app, driven partly by inspiration from Steve Jobs. He emphasized the importance of taking on additional responsibilities for the company’s digital transformation and growth.
Success came from saying 'yes' to responsibilities outside of his day job-including launching Zillow's mobile app and pivoting the company towards a digital future.
Wacksman recalled the skepticism from friends about his move to Zillow during the housing crisis, emphasizing that the tough market was an opportunity for growth.
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