CISO Confidential: How a CISO Turned a Misstep into a Playbook for Cyber Resilience
In this episode of CISO Confidential, SAFE’s CEO Saket Modi sits down with Anand Singh, Former Chief Information Security Officer at UnitedHealth (OptumInsight), to uncover what it truly feels like to lead security in one of the world’s largest and most complex organizations. Anand opens up about the emotional weight of missteps, how a $10 million security investment went sideways, and what he’s done since to drive smarter, risk-driven decisions.
Anand Singh is the Former Chief Information Security Officer at UnitedHealth (OptumInsight), where he leads cybersecurity strategy for the company’s data-centric security platform. With a career spanning both large enterprises and high-growth startups, Anand brings deep expertise in building risk-driven security programs, aligning cybersecurity with business goals, and fostering innovation through secure technology adoption. Prior to his current role at Symmetry Systems, he held senior leadership roles at organizations including UnitedHealth Group and Target, where he oversaw large-scale security initiatives and complex technology deployments.
🔥 Game Changing Advice for CISOs
✔️ Don’t let compliance drive your technology roadmap
✔️ Adopt a risk-driven, not regulation-first, mindset
✔️ Leverage agile vendors to accelerate innovation
✔️ Prioritize feedback from your practitioners, not just your peers
✔️ Translate technical success into measurable business impact
Hosted by Saket Modi, CEO of SAFE, CISO Confidential pulls back the curtain on real-life breach stories from top security leaders. If you’ve ever wondered what really happens during a cyber crisis, or what a day in the life of a CISO is like, this podcast is your front-row seat to the action.