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Strategic insights on blockchain, AI, security, leadership, and career in an age of disruption.
When AI Discovery Outpaces Release Cycles
Microsoft's Exchange update delay reveals a critical bottleneck: AI-powered security testing now finds vulnerabilities faster than governance can approve fixes, forcing enterprises to rethink their change management processes.
Recent Essays
AI Workers and the Future of Senior Knowledge Work
OpenAI's Presence shifts AI from a tool you build on to a governed worker that handles senior tasks like claims and billing disputes, forcing leaders to rethink where expertise actually lives.
Permissioned Blockchain: Why Incumbents Win
Permissioned blockchains aren't crypto adoption—they're how incumbents keep control. Swift's 17-bank network proves gatekeepers choose the tech that keeps them in charge.
Bot Auth Is The New SPF: Prepare Your AI Agents
Web crawlers now need verified identity like email senders. Learn why bot authentication matters for your AI agents and enterprise reputation.
AI Won't Beat Your Best Analyst—But It Will Hollow Out Your Org
AI disruption in finance isn't about outperforming top talent—it's about compressing analytical work layers. Learn where the real org chart repricing happens.
#management
18 posts
Managing AI Agents: Beyond GTD's Single-Task Framework
Learn how to manage multiple AI agents running simultaneously. Discover the thread-based system replacing GTD for modern knowledge work leadership.
Org Design Shift: AI and the 5-Layer Control Framework
AI enables flatter organizations with 5 layers instead of 8-12. Finance leaders must redesign controls around autonomous pods and AI-assisted decisions.
AI and Automation: Judgment vs. Execution
Why organizations mistake load-bearing judgment for replaceable execution—and how misidentifying the difference costs revenue and institutional knowledge.
The Future of Work: Editor vs Architect
Why AI-augmented professionals who combine technical depth with uncompromising judgment—not pure taste—will define the next era of leadership.
Coach Your Team to Manage Less and Lead More
Leaders ask the wrong time-management question. Discover why coaching teams to solve problems independently, protecting learning time, and prioritizing health are strategic investments that compound success.
Why Toxic Leadership Costs You Top Talent
Discover how outdated management practices—no WFH, banned conversations, 100-hour weeks—drive your best people to competitors. Modern leaders prioritize results over presence.
Why One-on-Ones Aren't Broken: Manager as Multiplier
Discover how strategic one-on-ones compound human capital through coaching and connection, transforming managers into multipliers rather than problem solvers.
The Director Model: Why Maker/Manager is Obsolete
AI agents are dissolving the maker/manager divide. The new role is director—orchestrating parallel systems while maintaining creative control and vision.
The Future of Consulting: Embracing AI Without Losing the Human Touch
A deep dive into how management consulting is evolving with AI, featuring insights on client expectations, service delivery transformation, and maintaining competitive advantage.
Does Hybrid Work Actually Work?
Insights from 30,000 Emails
You Should Write. Here's How.
Discover how writing can boost your career in information security. JaySchulman.com invites guest posts, offering a platform to showcase your ideas and writing, with expert editing and flexible topics.
InfoSec Does Time Management Wrong
Discover why traditional time management in IT and InfoSec falls short and learn how the "multiplier effect" can transform your workflow, boost productivity, and empower your team for long-term success.