Dan Balcauski speaks with Fynn Glover, co-founder and CEO of Schematic, about his extensive journey from pursuing professional soccer to founding several successful companies, including Schematic. Fynn shares insights into the importance of flexible pricing and billing strategies in SaaS, highlighting the complex relationship between engineering and finance in implementing these strategies. They discuss the evolving landscape of usage-based pricing, the challenges of transitioning from vertical to horizontal markets, and the impact of AI on pricing in the software industry. Fynn also offers unconventional advice for SaaS founders on understanding and leveraging willingness to pay as a critical monetization component.01:58 Meet Fynn Glover: From Soccer to Startups03:33 RootsRated: The Birth of an Outdoor Content Platform05:37 Pivoting to Content Marketing Software08:07 Challenges of Scaling and Horizontal Expansion11:36 The Birth of Schematic: Solving Pricing and Packaging16:01 Understanding Entitlements and Organizational Challenges22:15 Communication Gaps in Complex Organizations23:37 Understanding Feature Access Terminology23:59 Engineering and Finance Perspectives on Billing25:25 Challenges in Software Categories and Pricing32:52 The Complexity of Usage-Based Pricing38:59 Monetization Strategies in the AI EraGuest BioFynn is the co-founder and CEO of Schematic, a platform that helps digital businesses monetize AI products. He also hosts the Monetizing SaaS podcast. Before Schematic, he founded RootsRated and Matcha, and later served as Chief of Staff and VP of Operations at Automox. He lives in Colorado with his wife and two young children.Guest Linkshttps://schematichq.com/[email protected]://www.linkedin.com/company/schematichq/https://www.linkedin.com/in/fynn-glover-b0410015/https://x.com/fynnglover19

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