AMA with Sherman Leung

Sherman Leung is a Healthcare and Enterprise Tech Investor at Alleycorp who has advised other CEOs on how to scale startups and helped mentor others wanting to get into the VC track. Coming from an engineering and product background, he had an unconventional route to becoming a VC and a medical student.

His AMA will be on Olmo on 9/16. 3:30pm ET. Read below to see what he thinks is the biggest misconception people have about being in venture capital.

1. What piece of advice do you wish you knew when you started your career?

There’s never “one right door” different opportunities will always converge and diverge over time. In hindsight your path is never a series of decisions but more a dynamic narrative of why you do what you do.

2. How do you define success?

For me, I want to devote the rest of my life to creating lasting and positive change for individual patients and our healthcare system. If I can look back on my career and see that healthcare as a system and patients individually have benefited from my work, I will have felt very fortunate to have led a successful and meaningful life.

3. What is the biggest misconception about what you do?

Lot of people don’t realize that venture capital (particularly early-stage VC) is fundamentally a pretty pessimistic and ironically “lonely” job. Functionally we’re saying “no” to more than 99% of the people we meet and don’t often maintain professional relationships beyond a few meetings. Working too closely with your VC colleagues at your firm also means that you’re not dividing-and-conquering as much as you can. That being said, you do ultimately develop very meaningful relationships over time and the founders you come into contact with every day are truly inspiring.

4. What traits or skills do you believe one needs to have the same job as you or to do what you do?

Context switching, constant re-prioritization, and above all – an authenticity/intentionality to how you relate and connect with others.

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