Susan Hobbs is the Global Operations Chief of Staff to the CEO at Automattic, the company behind WordPress.com, WooCommerce, Tumblr, and a portfolio of open-source web infrastructure. A veteran Silicon Valley operator who started as a public school teacher, she has spent two decades at the intersection of technology, media, and startups - as first hire at acquired companies (Codian, CoTweet), programming architect behind TechCrunch Disrupt, a partner at CrunchFund, and an operations leader at Cloudflare before landing at Automattic. An active angel investor, board member, and arts patron, she brings rare cross-functional range to high-stakes organizational roles.
Ben Thompson is the founder of Stratechery, the subscription newsletter that essentially invented the paid independent newsletter model. Writing from Taiwan for over a decade before returning to the US in 2025, he developed Aggregation Theory - the most influential framework for understanding how internet platforms accumulate power - while building a solo business earning $5M+ annually from 40,000+ paying subscribers. Substack's founders literally used him as their pitch-deck inspiration. He also co-hosts three podcasts, including Dithering with John Gruber, where every episode is exactly 15 minutes by design.