Deploy, Break, Fix, Ship: How the CPOs of Rubrik, Webflow, Glean, and Harvey Are Deploying Agents in Production

Anneka Gupta (Rubrik), Rachel Wolan (Webflow), Emrecan Doga (Glean), Anique Drumright (Harvey) Four companies. Four completely different products. The same problem: how do you go from an agentic demo that wows the boardroom to a deployed product that users actually trust with real work? Rubrik is building the undo button for when agents break things. Webflow is shipping prompt-to-production apps. Glean is processing 400K+ agentic queries a day across 100+ enterprise systems. Harvey has 25K+ agentic workflows running across half the top 100 US law firms. All four CPOs have battle scars from deploying agents in production - and they're bringing the real lessons, not the launch blog. In this session, you'll hear: What broke first when agents went from demo to production - and how each team fixed it The trust gap: how do you get users to let an agent take action (not just answer questions) on their behalf? Different playbooks from cybersecurity, legal, web development, and enterprise knowledge Governance vs. speed - Rubrik's "visibility, governance, reversibility" framework vs. Glean's approach to autonomous agents that adapt in real time. Where do you draw the line? The adoption mechanics that actually work - how Webflow's "Builder Days" took AI adoption from near-zero to 50% and what Harvey learned onboarding 100K+ legal professionals Why "most agents in the market are just assistants following a linear script" (Glean) and what real autonomy looks like in production What each CPO would do differently if they were starting their agentic product from scratch today