980 - WP-Tonic Show: We Discuss The Challenges of Building a Real Online Community in 2025

980 - WP-Tonic Show: We Discuss The Challenges of Building a Real Online Community in 2025

Author: Jonathan Denwood & Kurt von Ahnen October 7, 2025 Duration: 53:44
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? #5— Are there any AI tools or services you have been using remotely or regularly that you would like to share with the WP-Tonic tribe? #6—If you had your time machine (H. G. Wells) and could travel back to the beginning of your career, what advice would you give? ----------------Sponsors------------------ Kintsa - https://bit.ly/3VskGBT WP Rollback Pro - https://bit.ly/3VskGBT LfiterLMS - https://bit.ly/3VskGBT ----------------------------------- Follow & Connect With Us ----------------------------------- ▬▬ LEARN FROM US ▬▬ ► Our course is" Are You Looking To Build Your Membership Website Quickly And EASILY On WordPress?" https://www.wp-tonic.com/course/ ▬▬ LET'S CONNECT ▬▬ ► FaceBook Free Group "The Membership Machine Show" Group Page https://www.facebook.com/groups/membershipmachine ► Podcast "The Membership Machine Show" https://f0k0.short.gy/oF9q9f ► X (Twitter) https://x.com/wptonic_com ▬▬ SPECIAL DEALS ON THE TOOLS WE USE TO BUILD (ONLINE COURSES) ▬▬ https://www.wp-tonic.com/deals/ ▬▬ ABOUT THIS CHANNEL ▬▬ We discuss everything connected to building a successful membership/community website in 2024, from the right technology to using up-to-date digital marketing techniques. //CONTACT: For business inquiries ONLY, please use this email: support@wptonic.com -----------------------------------------Hosts of The Show ----------------------------------- Hosts of The Show Jonathan Denwood & Kurt von Ahnen of MananaNoMas https://www.linkedin.com/in/jonathandenwood/ https://www.linkedin.com/in/kurtvonahnen/ https://manananomas.com/ @MananaNoMas

For anyone navigating the complex world of building an online business, WP-Tonic offers a grounded, veteran perspective. Hosts Jonathan Denwood and Kurt von Ahnen have been at this for years, creating one of the longest-running podcasts dedicated to this space. Their conversations move beyond surface-level tips to explore the real mechanics of creating and sustaining a venture. You’ll hear from creative entrepreneurs who have built their businesses with WordPress, alongside founders who have bootstrapped their SaaS companies from the ground up. The discussions are practical, focusing on the strategies, challenges, and insights that actually matter when your resources are limited and every decision counts. This isn't about theoretical business fluff; it's a deep dive into the technology and tactics used by professionals and founders in the trenches. Whether you're deeply embedded in the WordPress ecosystem or you're in the early stages of figuring out your startup's path, this podcast provides a unique blend of technical know-how and bootstrap business acumen. Tune in for honest talk about building something lasting online, straight from people who have done it and the experts who guide them.
Author: Language: English Episodes: 100

WP-Tonic | WordPress | SaaS  | Bootstrap SaaS | Startups
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