AI Confidence: It's a Trap! (LIVE in San Francisco)
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What mistakes have been made in security management?
Biggest mistake I ever made in security. Go. Saying I told you so. There's nothing wrong with mistakes as long as it doesn't have a material impact on the business. I love the saying, there's no losses, there's only lessons. But when I think back across my career and I think about the mistakes that haunt me at night, it's the times that I have been to the pressure of business and I went against my better judgment. And I put myself in a position of you can see around corners, you know, it's going to happen. And when that does and you say, I told you so, it's never a good feeling because it's not our jobs to say, I told you so. It's our jobs to manage risk and never have that happen.
It's time to begin the CISO Series podcast recorded in front of a live audience in San Francisco.
All right. Welcome, everybody. Welcome to the CISO Series podcast. I am David Spark. I am the producer of the CISO Series. And look, this guy to my left, you may know him. It is the CISO for Rivian and my co-host since day one, Mike Johnson. Let's hear it for him. Hi, everyone. What an amazing audience. We have a huge crowd here today. This is great. This is great. Now, by the way, we are at B-Sides San Francisco 2026. Let's hear it for B-Sides. And this is our fourth, I believe our fourth time doing a live show here. I think that's right, yeah. Not for you personally, because I know you missed one. This is my third. Number three. We've done four live shows here. Thrilled to be back. This is pretty spectacular.
For those of you listening, we are in a gorgeous movie theater with our giant logo and all our sponsors logo, which I do want to mention right now. Our three sponsors, and I want to hear a huge round of applause for them. Our sponsors, Nudge Security, Quiller AI, and Zenity. Let's hear it for all three of them. We are going to hear a lot more about them in just a minute. Now, I want to bring our guest in, who is our far left. We had her on once before. So thrilled with how well she did before I said, you've got to come join us live for our show at B-Sides. Big round of applause for the CISO of Convera, Sarah Madden. Let's hear it for Sarah.
Hey, everybody.
All right. So here's my question to everybody. And this is my challenge to the audience. Now, if you listen to the show regularly, you know, I often talk about this thing where I love and I don't get to see it often. And I'm hoping you will. Where people are in an event or trying to get into a party. And there's going to be a lot of events and parties this week during RSA.
One or two.
And one or two. And they're trying to get in. And the line that is used or a variation thereof is, do you know who I am? I so want to witness this. I want to witness it badly. And I want to throw this out to you. So if anyone witnesses it, by the way, bonus, if you get it on video and can send it to me as well. But let me ask both of you, have you actually witnessed someone pull this off? Try the, do you know who I am? Do you know my influence? Like, why am I not in this event, Sarah, Mike?
Many times in my life.
Yes.
But I don't have trouble getting into parties.
Oh, there you go. Well, I pull that card all the time. Do you? Yeah, absolutely.
How can vendor selection impact security decisions?
And what, do you drop the CISO series? Do you drop Rivian? What is it you drop? Well, I drop that I know David. And does that not get you kicked out? It usually does, yeah. It does get you kicked. It's never been successful. By the way, it doesn't count if they say it because they've had a concussion. Do you know who I am? Or ask, you know, what year is it and who's president? Because I don't know who I am, yes.
You're a very important person.
There you go. I believe I am.
Is this the best use of my money?
Quote, when you only see 5% of the options, you can't make the best choice. You can only make the best choice from what you saw. End quote. Here's a pattern, noted Richard Stennin of IT Harvest, evaluate three or four vendors, pick one with the best demo, sign a three-year contract. Now, 18 months later, rip it out because the vendor got acquired and product development stopped or a better solution emerged or the market leader turned out to be the marketing leader.
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Chapters
8 chapters
1
What mistakes have been made in security management?
0:00–3:18
2
How can vendor selection impact security decisions?
3:18–7:18
3
What strategies can be used to maximize conference attendance?
7:18–10:50
4
How does AI create a false sense of confidence?
10:50–16:49
5
What are the challenges of trusting AI outputs?
16:49–20:46
6
How can organizations effectively manage AI risks?
20:46–27:14
7
What role do tabletops play in incident response?
27:14–37:09
8
How can companies ensure vendor accountability during crises?
37:09–43:26
Speakers
4 identifiedMore from CISO Series Podcast
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See, Our Compliance Framework Includes a Checkbox for Resilience