Content
Strategic insights on blockchain, AI, security, leadership, and career in an age of disruption.

The Real AI Risk Hiding in Your Company
78% of CISOs cite AI agent security as their top concern. The danger isn't the model—it's the unsanctioned agent with production access your team built last week.
Recent Essays

Prediction Markets as Insurance: The Kalshi Hedge
A conference used prediction markets to hedge weather risk—turning a speculative exchange into an insurance desk. Here's why it works and what your CFO needs to know.

AI Won't Replace Your Judgment—Just Your Beatmatching
As AI automates technical skills, the real competitive advantage shifts from execution to judgment: knowing which correct answer matters most.

S&P's OpenZeppelin Bet: Risk Rating Meets Smart Contracts
S&P Global's acquisition of OpenZeppelin signals a watershed moment: traditional risk frameworks are now applied to blockchain infrastructure, fundamentally reshaping how institutions evaluate tokenized assets.

AI-Scaled Attacks: Your Risk Model Is Obsolete
Five federal agencies warned of AI-generated exploits targeting industrial systems. The real threat: attackers now scale expertise through automation, invalidating risk models built on scarcity.
#security
142 posts

Security: We are doomed to repeat it.
Some simple yet secure cipher, easily acquired and easily read, should be introduced, by which means messages might to all intents and…

Disrupt Patching
Patching shouldn’t be so hard.

Jay’s 2017 Information Security Predictions
It’s that time of year when security writers across the globe predict what we can expect from information security in the following year…
Review: The Car Hacker's Handbook
A hands-on review of Craig Smith's The Car Hacker's Handbook — why it reads more like a battlefield manual for hobbyist hackers than a cover-to-cover guide, and who should pick it up.

Kevin Chung
Welcome to Season 2 and Episode 19 of the Building a Life and Career in Security Podcast.

10 Minute Call with an IRS Scammer
9 = 38am on Friday, the phone rings with a call from Tulsa, OK. I’m not sure I know anyone in Tulsa so I let it go to voicemail. Odd, they…

Hacking Your InfoSec Job Hunt
If you missed it, I posted a podcast episode on my job hunt as part of my podcast, Building a Life and Career in Security Podcast. TL;DR? I…

Matt Decker
Welcome to Season 2 and Episode 17 of the Building a Life and Career in Security Podcast.

Brakeing Down Security
Dive into the world of cybersecurity with Bryan Brake and Brian Boettcher, hosts of the Brakeing Down Security Podcast. Learn how their mentor-mentee relationship fueled their careers and insights into the field.

Project: Free SSL Certificate
Unlock the power of SSL certificates with this comprehensive guide to obtaining a free, open-source SSL certificate using Let's Encrypt. Learn foundational Linux skills, cloud server setup, and boost your cybersecurity expertise with this impactful project.

What Is Your Competitive Advantage?
Discover your unique competitive advantage and how to leverage it for career success. Learn to identify what sets you apart and use it to stand out in the job market with practical tips and insights.

Project: VPN
This is the second in a series of projects you can use to improve your security stills. The ideas of these projects is something relatively…