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AI-Scaled Attacks: Your Risk Model Is Obsolete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.
#career development
79 posts
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.
Project: Intrusion Detection
This starts the first in a series of projects you can use to improve your security skills. The ideas of these projects is something…
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.
Promotions: Pulled up or Pushed up?
Discover the art of promotions in the workplace—are you being pulled up by management or pushed up by peers? Learn how to balance both strategies for a faster path to career advancement.
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.
The Growing Your Career Video Series
Discover a transformative video series designed to boost your information security career. Based on a new book, these concise videos offer insights and include a live Q&A session for personalized advice.
Top 5 Security Career Struggles
Explore the top 5 struggles in security careers, from being a "one trick pony" to misdirected anger, and discover actionable solutions to overcome these hurdles for growth and success.
My New Book Is Out (and it’s free)
Discover invaluable career guidance in my new book, "Building A Life and Career in Security," available for free this week on Amazon. Learn how to kickstart and elevate your career with ease!
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!
The 14 Best YouTube Videos to Grow Your Security Career
Discover the top 14 YouTube videos to enhance your information security career, covering foundational skills, security metrics, management, application security, and awareness in quick, engaging formats.
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.