980 - WP-Tonic Show: We Discuss The Challenges of Building a Real Online Community in 2025
WP-Tonic | WordPress | SaaS | Bootstrap SaaS | Startups · 2025-10-07 · 54 min
Episode notes
We Discuss The Challenges of Building a Real Online Community in 2025 With Special Guest Casey Woo, The Founder & CEO of The Operators Guild Casey Woo is a public market investor turned proven multi-stage, high-growth technology COO/CFO with over 20 years of experience at high-growth startups. I’ve seen a lot, aged a lot, and love it a lot… I also lead a community of over 1,200 of the world’s top operators (@Operators Guild) and invest (@FOG Ventures). #1 - Casey, can you provide the tribe with some more detailed information on your background and what led you to start Casey Woo? #2 - What have been some of the major challenges that you can share with us connected to building and developing an online community? #3 - Casey, I had the opportunity to interview David Siegel, CEO of Meetup, and he shared his personal experiences connected to working at WeWork with Adam Neumann and his wife, Rebekah. I wonder if you could share a couple of stories with us that have stayed with you, connected to this period of your life? #4 - I personally feel we facing one of the biggest technology bubbles in history, connected to AI and OpenAI, and its CEO, Sam Altman. What are your thoughts on this?