Accelerators - Is It Better to Invest in Five Companies?

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We don't have a syndicate of angels like you do to go to. So i think for the most part, we pretty much just let it go. You get in at three, four, five million dollar valuations. It is much better to invest in five new accelerator companies than follow one that is still relatively early and you're paying up for....

0:50 Jason opens the show with some thoughts on livelihood, getting back to work as a lose-lose situation and approaching the situation with kindness and empathy
5:47 Jason intros Hustle Fund's Elizabeth Yin and they discuss the process of raising Hustle Fund I and targeting first-time LPs
10:25 Why high net worth individuals would look to become venture LPs
14:26 What's the deal with Elizabeth & hippos? Where can you find Jason as his alter-ego "CyberSurfer"
15:49 What is Hustle Fund's portfolio strategy?
18:55 When do you know if you have a 100x outlier? Why roll prior angel investments into the fund?
24:15 Thinking of venture funds from a gambling perspective
28:24 What is Hustle Fund's approach to pro-rata as a smaller fund?
34:49 Founders ability to "game" investors increasing in last 5 years
37:47 How does Elizabeth decide to make the follow-on second bet in a company?
42:01 How does Elizabeth advise her startups to raise from downstream Seed/Series A investors, importance of positive unit economics
47:41 Challenges of fundraising in today's climate
50:34 Reasons for optimism/pessimism, lockdown creating a necessity for innovation
56:55 What will COVID's permanent ramifications be on startups?