Russ Fradin sold his first company for $300M. He’s back in the arena with Larridin, helping companies measure just how successful their AI actually is. In this episode, Russ sits down with a16z General Partner Alex Rampell to reveal why the measurement infrastructure that unlocked internet advertising's trillion-dollar boom is exactly what's missing from AI, why your most productive employees are hiding their AI usage from management, and the uncomfortable truth that companies desperately buying AI tools have no idea whether anyone's actually using them. The same playbook that built comScore into a billion-dollar measurement empire now determines which AI companies survive the coming shakeout. Timecodes: 0:00 — Introduction 1:07 — Early Career, Ad Tech, and Web 1.0 2:09 — Attribution Problems in Ad Tech & AI 3:30 — Building Measurement Infrastructure 5:49 — Software Eating Labor: Productivity Shifts 7:51 — The Challenge of Measuring AI ROI 13:54 — The Productivity Baseline Problem 17:46 — Defining and Measuring Productivity 20:27 — Goodhart’s Law & the Pitfalls of Metrics 21:41 — The Harvey Example: Usage vs. Value 24:18 — Surveys vs. Behavioral Data 27:38 — Interdepartmental Responsiveness & Real-World Metrics 30:00 — Enterprise AI Adoption: What the Data Shows 32:59 — Employee Anxiety & Training Gaps 37:31 — The Nexus Product & Safe AI Usage 41:08 — The Future of Work: Job Loss or Job Creation? 43:40 — The Competitive Advantage of AI 52:45 — The Product Marketing Problem in AI 54:00 — The Importance of Specific Use Cases SOCIALS Follow Russ Fradin on X: https://x.com/rfradin Follow Alex Rampell on X: https://x.com/arampell Stay Updated: If you enjoyed this episode, be sure to like, subscribe, and share with your friends! Find a16z on X: https://x.com/a16z Find a16z on LinkedIn:https://www.linkedin.com/company/a16z Listen to the a16z Podcast on Spotify: https://open.spotify.com/show/5bC65RDvs3oxnLyqqvkUYX Listen to the a16z Podcast on Apple Podcasts: https://podcasts.apple.com/us/podcast/a16z-podcast/id842818711 Follow our host: https://x.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details, please see http://a16z.com/disclosures.