208: Jon Addison | CRO, Okta

208: Jon Addison | CRO, Okta

From Sales Is King by Dan Sixsmith

December 1, 2025 · 51 min

About this episode

Dan Sixsmith interviews Jon Addison about the critical role of identity in security and AI, and the evolution of Okta as a platform company.

In this episode of Sales Is King, host Dan Sixsmith sits down with Jon Addison, Chief Revenue Officer at Okta, to unpack how identity is becoming mission-critical in a world of AI agents, distributed work, and rising security expectations. Jon shares how Okta is evolving from product to platform, why identity is central to securing AI, and what it really takes to lead large, global go-to-market organizations today. The conversation ranges from AI ROI and agent security to sales leadership, relationship selling in a post‑pandemic world, and Jon’s unconventional path from door‑to‑door sales and technical roles into the CRO seat. Key Topics Okta’s mission and why identity sits at the center of security and AI. The early, messy phase of AI and agents and why standardization and consolidation are coming. How Okta thinks about securing AI agents for 20,000+ customers through policy, platform, and design. Moving from “product company” to “platform company” and what that means for GTM, partners, and customers. Jon’s view of the CRO role: being a change agent, driving parallel transformations, and balancing data with instinct. The “Formula to Win” (Focus, Compete, Lead) and the decision…

People in this episode

Host: Dan Sixsmith

Guest: Jon Addison

Topics covered

  • identity security
  • AI agents
  • sales leadership
  • go-to-market strategy
  • relationship selling
  • CRO role

Keywords

  • identity
  • AI
  • sales
  • CRO
  • Okta
  • go-to-market
  • relationship selling
  • security
  • enterprise selling

Mentioned in this episode

Organizations: Okta, Auth0

Products: AI

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