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

Where Your Best Talent Goes Before Numbers Change
Top talent migration signals which roles lose pricing power before data shows it. Watch where ambitious employees go—it's a leading indicator of market repricing.
Recent Essays

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.

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.
#security
142 posts
Finding a Job in Information Security
Discover why aligning job priorities leads to success in information security. Learn from Chris's story and find out why sticking to your values can guide you to the right career path.
Why Developers Don’t Know Security
Explore why developers often overlook security in coding and how education gaps contribute. Discover strategies to integrate security into development from the start and foster a culture of secure coding.
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.
7 Types of CISO
Explore the diverse landscape of CISO roles, from Executive to Buried CISOs, and learn how companies can avoid mismatches by aligning the right talent with specific security leadership needs.
RSA: Are We Talking About The Right Things?
RSA's focus misses the mark, overlooking key issues like nurturing security talent, expanding the workforce, and measuring program effectiveness. Let's reshape the conversation for next year's event.
Are We Running Out of CISOs?
Explore the growing demand and dwindling supply of CISOs as fear of breaches drives security leaders to avoid top roles. Discover why experience with breaches is becoming a valued asset.
How We End Up With Too Many Security Policies
Explore the pitfalls of policy bloat in security management, as the article delves into redundant policies, misplaced guidelines, and tech-enforced rules, advocating for streamlined security measures.
You Have Too Many Security Policies
Explore the pitfalls of excessive security policies that prioritize compliance over true protection. Discover how simplifying and reducing policies can enhance your organization's security posture.
Security is Not A Special Snowflake
Explore how to integrate security seamlessly into technology processes, transforming it from a policing role to a collaborative partner, ensuring robust systems without hindering innovation.
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.
How to Properly Configure SSL on nginx
Learn how to securely configure SSL on nginx by removing SSLv3, optimizing performance, and enhancing security with TLS protocols and efficient cipher orders.
Security Longreads — Issue #17
Explore the latest issue of Security Longreads, featuring in-depth articles on major data breaches, innovative tech solutions, and privacy concerns in education. Stay informed on key security insights!