Content
Strategic insights on blockchain, AI, security, leadership, and career in an age of disruption.
Human in the Loop: Which Decision Matters Most
Regulated companies waste resources keeping humans in low-value approval loops while automating high-stakes irreversible decisions. The strategic shift is ruthlessly simple: automate the reversible, defend the irreversible.
Recent Essays
Immutability Is Marketing: The Real Trust Model
Blockchain 'immutability' is a myth. What actually matters is who controls the override mechanism and under what conditions they can rewind the ledger.
Your Data Is the Moat, Not the AI Model
AI models are commoditizing with identical outputs. Your competitive edge comes from proprietary context and data, not which model you choose.
AI Decision Trails: Why Reconstruction Beats Bias Claims
Courts don't care if your AI is fair—they care if you can prove how it decided. Financial services and tech firms face massive liability if they can't reconstruct AI hiring and staffing decisions.
AI Doesn't Replace Hours—It Replaces Accountability
AI increases productivity but shifts accountability to humans, not hours worked. The real cost of AI-assisted work is personal liability for outputs you can't fully control.
All Content
747 posts
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.
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 Work On The Road
Discover how to stay productive while traveling with essential tech tools and gadgets. Explore the featured gear from a recent Minneapolis trip and learn how to optimize your mobile workspace.
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.
Why Your Strategy Needs a Consultant
Discover why hiring a consultant can transform your strategy by providing fresh perspectives and overcoming internal limitations, much like FDR's need for a second medical opinion revealed critical 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.
Why You Need A Good Boss
A comprehensive discussion on the importance of having a good boss.
My Longest Running New Years Resolution
Discover the rollercoaster journey of a five-year-long New Year's resolution to go paperless. From tech upgrades to small victories and persistent challenges, find inspiration in the quest for digital organization.