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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.
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16 posts

AI Detection Tools Are Breaking Down in 2026
As humans unconsciously mimic AI writing patterns, detection tools will fail. Learn why your compliance systems targeting 'AI-sounding' prose may be flagging your best writers.

Why Prompt Engineers Command $350K Salaries
Prompt engineering is reshaping enterprise AI strategy. Learn why Fortune 500s are in bidding wars for talent that bridges legacy systems with machine intelligence.

My First Day at RSM
In case you missed it, I recently posted a podcast episode on my experiences looking for a job. (You can find that here.) Based upon those…

Hacking Your InfoSec Job Hunt
If you missed it, I posted a podcast episode on my job hunt as part of my podcast, Building a Life and Career in Security Podcast. TL;DR? I…

Matt Decker
Welcome to Season 2 and Episode 17 of the Building a Life and Career in Security Podcast.

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.

How To Move From Development to Security
Discover how developers can transition into the thriving field of application security with this guide. Learn essential skills, explore the OWASP Top 10, and find resources to enhance your security mindset.

How to Talk to Recruiters
Unlock the secrets to successful recruiter interactions with this guide. Learn essential tips, like honesty about intentions and establishing clear must-haves, to build beneficial professional relationships.

The Only Security Certifications You Actually Need
Discover which security certifications truly boost your job prospects. Focused on employer demand, this guide highlights the essential CISSP and CISA for security and audit roles.

More Advice on Growing Women in Security
Explore strategies to boost female representation in information security by valuing diverse skills beyond technical expertise. Learn how fostering inclusion and early encouragement can bridge the gender gap.

3 InfoSec Women on Women in Security
Explore insights from three women in information security as they discuss challenges, the importance of diversity, and strategies to encourage more women to pursue careers in this dynamic field.

We Need More Women in Security
Explore the urgent need for more women in security, highlighting barriers and solutions like mentorship and structured learning. Discover how diversifying the field can strengthen the industry.