

Sukhinder Singh Cassidy on Entrepreneurship (Podcast)
Oct 22, 2021
Sukhinder Singh Cassidy, a seasoned tech executive and entrepreneur, dives into her extensive experience in the industry. She shares her journey from investment banking to Silicon Valley, highlighting how mentoring shaped her path. Cassidy reflects on her time at Amazon, revealing the early culture under Jeff Bezos. She discusses the 'Choose Possibility' initiative, advocating for women in tech and emphasizing the importance of navigating risks. With insights on startup leadership, she encourages incremental decision-making and the drive for diversity in entrepreneurship.
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Persistence Pays Off
- Sukhinder Singh Cassidy was initially rejected by Merrill Lynch.
- She persisted, turning a 15-minute informational interview into a three-hour one, ultimately landing the job.
Early IPO Experience
- At Merrill Lynch, Sukhinder Singh Cassidy worked on the Long Island Savings Bank IPO.
- Her eagerness to learn led to early exposure to senior executives and accelerated career growth.
Leaving for the Valley
- Sukhinder Singh Cassidy left a promising role at BSkyB to pursue entrepreneurship.
- Drawn to Silicon Valley's weather and entrepreneurial spirit, she quit, skied for three months, and moved to California.