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

The Real AI Risk Hiding in Your Company
78% of CISOs cite AI agent security as their top concern. The danger isn't the model—it's the unsanctioned agent with production access your team built last week.
Recent Essays

Prediction Markets as Insurance: The Kalshi Hedge
A conference used prediction markets to hedge weather risk—turning a speculative exchange into an insurance desk. Here's why it works and what your CFO needs to know.

AI Won't Replace Your Judgment—Just Your Beatmatching
As AI automates technical skills, the real competitive advantage shifts from execution to judgment: knowing which correct answer matters most.

S&P's OpenZeppelin Bet: Risk Rating Meets Smart Contracts
S&P Global's acquisition of OpenZeppelin signals a watershed moment: traditional risk frameworks are now applied to blockchain infrastructure, fundamentally reshaping how institutions evaluate tokenized assets.

AI-Scaled Attacks: Your Risk Model Is Obsolete
Five federal agencies warned of AI-generated exploits targeting industrial systems. The real threat: attackers now scale expertise through automation, invalidating risk models built on scarcity.
#professional development
73 posts

Top 5 Security Career Struggles
Explore the top 5 struggles in security careers, from being a "one trick pony" to misdirected anger, and discover actionable solutions to overcome these hurdles for growth and success.

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!

Building a Life and Career in Security - Jay Schulman
As I’ve looked at my own path and helped others along their journey, there is a framework for success in information security.

On Writing A Security Book
Discover the journey behind writing "Building a Life and Career in Security," a new book offering insights and advice on advancing your information security career. Join the conversation on career growth!

4 Things You Should Tell Your Non-Infosec Friends
Discover four crucial security tips to share with non-tech-savvy friends, from avoiding work emails for personal use to employing password managers. Learn how to help secure their digital lives.

The 14 Best YouTube Videos to Grow Your Security Career
Discover the top 14 YouTube videos to enhance your information security career, covering foundational skills, security metrics, management, application security, and awareness in quick, engaging formats.

Security Longreads for August 14, 2015
Dive into the latest Security Longreads, featuring thought-provoking insights on cybersecurity challenges, Oracle's CSO controversy, and a two-year-old automotive vulnerability. Plus, explore engaging reads on conflict aversion and productivity.

Get Engaged In Local Security Groups
Discover how to strengthen your local security network by engaging with organizations like OWASP, ISACA, ISSA, and more. Enhance your career through local meetups and conferences.

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.