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

Why LinkedIn's AI Algorithm Really Punishes Generic Content
LinkedIn's 360Brew algorithm doesn't detect AI—it detects generic, templated writing. Learn why authenticity beats AI detection and how to use tools without losing your voice.
Recent Essays

When Employees Become Your AI Training Data
Meta's leaked employee monitoring program reveals how companies are harvesting worker data to train AI. Here's what leaders need to know before turning talent into datasets.

The Missing Word in Crypto's Moat Strategy
Explore why open blockchains need trust, not just low fees, to build sustainable competitive advantages beyond transaction volume.

Why Your Best Security Fixes Backfire
Complex systems resist simple fixes. Learn why governance controls often amplify the problems they solve—and how to think ahead.

AI Job Disruption: The Silent Reallocation Already Underway
ECB data reveals AI isn't causing mass unemployment—it's quietly reshaping roles. High-risk jobs grew 15% slower, employment fell 4%. The real risk isn't extinction; it's wage stagnation.
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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.