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33Voices was launched 10 years ago to fuel the ambitions of entrepreneurs, help them grow as people and connect them with the best thinking and thinkers on the planet - Each day, we feature an interview from a highly influential roster of thought leaders, authors, founders, creatives, and senior executives to deconstruct the hidden insights that only those who are building breakthrough ventures can reveal. 

Dec 18, 2017

Semil Shah and Jenna chat about his first investments at Haystack in companies like Hired and Instacart and reflect on a few big bets taken by portfolio companies like Wag and Managed by Q. We discuss the realities of being a VC such as creating space to let your mind rest so your subconscious can kick in evaluating investments, the challenge of saying ‘No’ to founders you admire, as well as developing a willingness to concentrate risk to have outsized returns. We also walk through key insights from Semil’s blog including: whether you need to be paranoid to succeed, the difference between stubbornness and resilience and how to cultivate the latter, in the moment tips to take a step back to make decisions from a place of clarity not adrenaline, and always choosing the opportunity where you can learn the most.