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.
#personal brand
23 posts
Stop Grinding: Why Renewal Beats Optimization
Learn why taking breaks—not grinding harder—drives innovation and prevents burnout. Discover how strategic rest fuels better judgment and creative breakthroughs.
Untangle: Cut Dependencies, Reclaim Freedom
Why complexity isn't your systems—it's their dependencies. Learn to shed obligations, kill subscriptions, and build a life that's actually yours.
Zelle
Explore how Zelle leads the P2P payments market despite personal biases favoring Venmo or CashApp. Discover how stablecoins like USDC could disrupt the landscape and what that means for the future.
Jay’s Best of 2015
Explore Jay's top blog posts from 2015, featuring insights on security and DevOps, the CISO talent gap, and more. Discover engaging content and the stories behind each article.
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!
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.
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!
Security Pros Guide to Optimizing LinkedIn
Discover how to stand out in the security industry with an optimized LinkedIn profile. This guide covers crafting a unique summary, selecting impactful skills, and highlighting non-work activities.
My Morning Routine
Discover the intricacies of a balanced morning routine shaped by family dynamics, work demands, and personal habits. Learn how adaptability and planning create a seamless start to each day.
How I Curate Security Longreads
Discover how Jay Schulman curates his Security Longreads newsletter in just 15 minutes a week. Learn his efficient process using tools like Feedly, Pocket, and Goodbits to stay informed and share insights.
Responding to Every E-mail: Two Months In
Discover the journey and challenges of responding to every e-mail for two months. Explore the surprising reactions and insights gained, and why some e-mails may no longer warrant a reply.