E954 Gentry Underwood, Navigator: AI asst for mtgs, sold Mailbox to Dropbox $100M, SV SaaS burnout
About this episode
Gentry Underwood, Co-founder & CEO of Navigator, demos new AI assistant for meeting efficiency & teamwork, insights from selling Mailbox to Dropbox for $100M just 37 days after launching, SaaS burnout in SV, desktop v. mobile cognition, mastering form emerging from functionality 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 1:03:54 Importance of seating arrangements in board meetings A HUGE Thanks to our generous Patreon supporters: Stefan Samne, Niall Dennehy, Tom Meagher, Ab…