Anand Singh, Former CISO at UnitedHealth Group, joins Saket to share how he transformed early missteps into a risk-driven leadership playbook. From vendor strategy to board communication, this episode offers practical insights for CISOs navigating complexity at enterprise scale.

Key Takeaways

Reframe setbacks as strategy—Anand shares how a major rollout failure reshaped his cybersecurity approach.

Risk-first thinking beats checkbox compliance—build security programs on risk exposure not just audits.

Practitioners drive product fit—engage those deploying tools daily, not just those signing vendor contracts.