Content
Strategic insights on blockchain, AI, security, leadership, and career in an age of disruption.
Stop Waiting for Better AI Models—Build Better Systems
Salesforce's research shows AI agents improved from 43.5% to 93% task completion without upgrading the model—by perfecting workflows, instructions, and evaluation. Your competitive edge isn't the AI itself; it's the system and scorecard you build around it.
Recent Essays
Immutability's Hidden Cost: The Shutdown Problem
Blockchain's immutability prevents unauthorized ledger changes—but also prevents authorized shutdowns, leaving dormant permissions live and exploitable long after systems close.
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.
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.
#mentorship
33 posts
AI Ate Entry-Level Jobs—Now We Need Apprenticeships
AI automation is eliminating the grunt work that built professional judgment in junior employees. Leaders must rebuild structured apprenticeships to develop the next generation of decision-makers.
Kevin Chung
Welcome to Season 2 and Episode 19 of the Building a Life and Career in Security Podcast.
My First Day at RSM
In case you missed it, I recently posted a podcast episode on my experiences looking for a job. (You can find that here.) Based upon those…
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.
Season 1: Masterclass
Dive into the Season 1 Masterclass podcast episode, featuring highlights and diverse perspectives from the past 12 weeks. Perfect for newcomers and a must-share with friends. Get ready for Season 2!
Reader Mailbag: Join a Big Consulting Firm?
Explore the dilemma of joining a big consulting firm versus staying independent in infosec. Weigh the benefits of specialization and exposure at giants like KPMG against the freedom of solo consulting.
How to Talk to Recruiters
Unlock the secrets to successful recruiter interactions with this guide. Learn essential tips, like honesty about intentions and establishing clear must-haves, to build beneficial professional relationships.
The Perception of Privacy
Explore the illusion of online privacy as Jay Schulman uncovers how behavioral patterns, not just technology, can unmask individuals online. Discover what it truly takes to stay anonymous.
Building a Life and Career in Security - Jay Schulman
As I’ve looked at my own path and helped others along their journey, there is a framework for success in information security.
On Writing A Security Book
Discover the journey behind writing "Building a Life and Career in Security," a new book offering insights and advice on advancing your information security career. Join the conversation on career growth!
Get Engaged In Local Security Groups
Discover how to strengthen your local security network by engaging with organizations like OWASP, ISACA, ISSA, and more. Enhance your career through local meetups and conferences.