Please join us on Friday January 23, 2026 for Super Cyber Friday.
Our topic of discussion will be “Hacking Past Mistakes: An hour of critical thinking about what we can do better in 2026.”
REGISTER for 1-23-26 Super Cyber Friday
Joining David Spark (@dspark), producer of CISO Series for this discussion will be:
- Tom Hollingsworth, organizer, Tech Field Day
- Nick Espinosa, host, The Deep Dive Radio Show
Got feedback? Join the conversation on LinkedIn.
In preparation for our discussion, think about the following:
- What’s the most valuable lesson you learned from a mistake in 2025 that you’re carrying into 2026?
- What security mistakes keep happening year after year despite the industry “knowing better”? Why do we struggle to break these patterns?
- How do you distinguish between honest mistakes that advance learning versus negligent ones that should have consequences?
- How can we do personal reflection more effectively?
- Why do we treat security incidents as isolated failures instead of symptoms of systemic problems? What would change if we fixed the systems?
- How do you create a culture where teams actually learn from mistakes rather than just documenting them for compliance?
- How should CISOs handle the tension between moving fast to innovate and slowing down to avoid repeating past mistakes?
- What role does vendor hype play in pushing security teams to repeat mistakes with new technologies?
- How do you make the business case for investing in lessons learned when leadership sees retrospectives as dwelling on failure?
- What’s one practice from another industry that cybersecurity should adopt for better mistake management and continuous improvement?
It all starts at 1 PM Eastern/10 AM Pacific. At the end of the hour [2 PM Eastern/11 AM Pacific] we’ll switch gears to our meetup where everyone will get a chance to chat face to face.
ALSO…
- We play games during the show, and some players can win prizes! Players in the US can receive prizes as gifts; those outside the US can win gift cards.
Super Cyber Fridays are open discussions where all viewers and listeners are welcome to become participants. Before the scheduled event, connect your webcam and microphone (avoid Bluetooth). During the discussion, if you have a question or comment, let it be known in the chat room and our producer will do his best to get as many of you into the conversation. We look forward to you joining us.