Jason Calacanis interviews Gentry Underwood about Navigator

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Gentry Underwood, Co-founder & CEO of Navigator, demos new AI assistant for meeting efficiency & teamwork.

We are proud investors in Navigator and supporters of Gentry Underwood and Scott Cannon, two talented entrepreneurs and great friends from Stanford undergrad.

Prior to starting Navigator, Scott and Gentry co-founded Mailbox… and sold it to Dropbox for $100M just 37 days after launching.

It was an overnight success, three years in the making.

Podcast Notes:

4:20 Why Gentry built Mailbox
16:25 Optimizing email for mobile
24:36 Best aesthetic designs in tech today
45:15 Origins of Navigator
48:52 Gentry demos Navigator