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Lose Slowly or Lose Suddenly: The Uncomfortable Truth About Relevance

Posted Jan 08, 2026 | Views 27
# 1st-party data
# Analytics
# Artificial Intelligence
# b2b
# b2c
# Business Transformation
# Data monetization
# Leadership
# revenue
# Workforce & Culture
# Media
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Speakers

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Heather Holst-Knudsen
CEO @ H2K Labs

Heather Holst-Knudsen is a distinguished figure and expert in the events, media, marketing and technology sectors. Using her extensive experience, she guides clients in adapting to structural economic and market changes, seizing the chance to innovate and evolve. She specializes in digital and data disruption and opportunity, exploring how these overarching factors can impact revenue growth,customer-centricity, operational efficiency, profit margins, and the overall valuation of companies in both public and private markets. Her journey began at her family business, Thomas Publishing Company, where she honed her skills. She further expanded her expertise by holding positions at early industry giants Miller Freeman, Reed Elsevier, and IDG. Returning to Thomas Publishing, Heather founded and spearheaded Manufacturing Enterprise Communications, an integrated media portfolio connecting buyers and sellers in the manufacturing and technology sectors. Starting in 2015 and spanning the next seven years, she leveraged her expertise as a revenue and business leader in various SaaS businesses, including Feathr, Gleanin, Brella and Edflex. Heather is deeply passionate about digital innovation, data monetization, and AI and how these strategies fuel revenue growth, profitability, and company valuation. To serve and create value for clients in these areas, she launched H2K Labs, dedicated to generating and leveraging value through data for media, business information, events, and adjacent technology and service markets.

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Christine Shaw
CEO & President @ Naylor Association

SUMMARY

In a recent episode of The Revenue Room™ Podcast, Heather sat down with Christine Shaw, two-time CEO, data evangelist, and Executive Advisory Board Member of Revenue Room™ CXO, to explore what it truly takes to lead through disruption in today’s AI-driven landscape. Drawing on her experiences across Penwell, Future PLC, InvestmentNews, and now Naylor Association Solutions, Christine shares how data creates “calm in the storm,” why associations must reinvent themselves for the next generation, and how leaders can navigate complexity without losing their edge. This conversation reveals a blueprint for executives looking to transform with purpose and stay relevant in the most accelerated era our industry has ever faced.

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TRANSCRIPT

00:00 – Who Is Christine Shaw Introduction to Christine’s career across PenWell, Future PLC, Farm Journal, and now Naylor — and her philosophy of leading with purpose and precision.

02:00 – How Data Creates Calm in the Storm Christine explains how data eliminates emotional decision-making, strengthens CFO alignment, and drives clarity across organizations.

05:45 – Building the Business Analyst Function Why she introduced the business analyst role across multiple organizations — and how it became a critical layer between P&L and pipeline insights.

08:30 – Inside Naylor’s Multi-Stream Revenue Model Christine breaks down how Naylor serves associations through communications, events, job boards, AMS platforms, and more — and the operational complexity behind each.

14:45 – AI Adoption, Internal Use, and Product Innovation How Naylor uses AI internally, embeds AI in customer-facing products, and navigates the tension between innovation and resistance.

20:00 – Rethinking Association Membership for Future Generations Next-gen members behave differently — and Christine shares how associations can evolve with always-on community models and richer year-round engagement.

25:00 – Lessons from B2B and B2C Convergence Why future winners will combine B2B depth with B2C personalization — and how AI accelerates audience intelligence and buying cycles.

32:00 – Leading Multi-Generational Teams Christine reflects on leadership shifts, reverse mentorship, and creating purpose-driven environments for Gen Z and Millennials.

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