The Revenue Room™, by H2K Labs Lose Slowly or Lose Suddenly: The Uncomfortable Truth About Relevance
In this episode of The Revenue Room™, Heather Holst-Knudsen sits down with Christine Shaw, CEO and President of Naylor Association Solutions, to explore how modern associations are transforming their business models in a data-driven, AI-accelerated world. Christine shares how her leadership was shaped in high-velocity environments at PennWell and Future PLC, why clean data is the ultimate stabilizer in disruption, and how she built the business analyst role that now powers insights and decision-making across every organization she leads.
Christine breaks down the complexity of Naylor’s multi-line business—from member communications and job boards to AMS technology platforms—and explains how associations can stay relevant as generational shifts reshape how people consume information, learn, and build community. She also offers a candid look at how AI is transforming internal workflows, client-facing products, and the future of year-round member engagement.
Why listen
This episode is essential for leaders who are:
• Navigating the shift from legacy business models to intelligence-driven operations
• Building scalable, privacy-aware data foundations
• Managing complex multi-line revenue organizations
• Reimagining sales, marketing, and community engagement in an AI-first world
• Leading multi-generational teams through disruption
• Seeking a practical roadmap for modernizing associations, media companies, or membership-driven businesses
If you’re a CEO, CMO, CRO, association leader, or revenue-critical executive building for 2025 and beyond, Christine’s insights offer clarity, direction, and a blueprint for sustainable growth.
CONNECT WITH CHRISTINE SHAW
LinkedIn: https://www.linkedin.com/in/christineashaw/
About RevvedUP 2026
RevvedUP 2026 is where CEOs and revenue-critical C-Suite leaders reset their growth playbook for the AI-first economy. Taking place March 23–24, 2026 at The Vinoy Resort in St. Petersburg, FL, this two-day strategy lab helps leaders pressure-test how AI moves from cost center to growth driver and turn data and disruption into competitive advantage.
About Heather Holst-Knudsen
Heather Holst-Knudsen is the founder and CEO of H2K Labs and Revenue Room™ Connect. A seasoned executive and operator across media, marketplaces, events, and technology, she specializes in digital transformation, data-driven growth, and customer-centric value creation. Heather shares her insights on multisided business models through The Revenue Room™.
About Revenue Room™ CXO
Revenue Room™ CXO is a private executive community for CEOs and revenue-critical C-Suite leaders navigating growth in the data and AI economy. Through curated peer discussions and strategy sprints, members tackle real-world challenges in revenue transformation, customer intelligence, and business model innovation.
Learn more or apply for membership at info.h2klabs.com/apply-cxo.