In this episode of The Revenue Room™ Podcast, Heather Holst-Knudsen sits down with Tim Huelskamp, Co-Founder and CEO of 1440, the daily newsletter serving nearly five million intellectually curious readers. After a decade in private equity, Tim built one of the most profitable media businesses in America—27 employees, $1 million in revenue per person, a $101 million valuation, and not a dollar of venture capital. He breaks down the flywheel behind it: a product readers love, advertising that delivers measurable ROI, and disciplined reinvestment into growth.

Why Listen:

• Learn the unit economics of a profitable newsletter: $3–$4 subscriber acquisition, payback within quarters, and stacked profitable cohorts
• Understand why talent is the single biggest ROI in business—and how 1440 achieved 90%+ retention over five years
• Hear how reader feedback became the roadmap for 1440 Topics, a human-curated, AI-enabled knowledge discovery product
• Discover how to build a durable, founder-controlled company with non-dilutive financing and lean operations
• Get Tim's contrarian take on AI: why human curiosity can't be outsourced to agents

CONNECT WITH TIM: https://www.linkedin.com/in/timhuelskamp/

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 https://www.revenueroomcxo.com/apply