ryanHost of the podcast (Long Strange Trip). Previously worked at PTC in the 1990s. Built HubSpot through 'founder mode' flat organization. Experimented with eliminating org charts/titles 4 years in but reverted due to lack of intelligence systems. Now exploring 'Dorsey mode' AI-centered organization.
sarah friarChief Financial Officer of OpenAI. She previously served as CEO of Nextdoor and CFO of Square, now Block.
stephanieStephanie is the interviewer for The Information's video series TITV. She conducts earnings-focused interviews with public company CEOs, asking about quarterly results, guidance, and long-term strategy.
spencerCovers e-commerce, labor policy, and gig economy regulation, reporting on Amazon's delivery network and NYC legislative risks.