Content
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AI-Scaled Attacks: Your Risk Model Is Obsolete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
Brakeing Down Security
Dive into the world of cybersecurity with Bryan Brake and Brian Boettcher, hosts of the Brakeing Down Security Podcast. Learn how their mentor-mentee relationship fueled their careers and insights into the field.
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.
Project: Free SSL Certificate
Unlock the power of SSL certificates with this comprehensive guide to obtaining a free, open-source SSL certificate using Let's Encrypt. Learn foundational Linux skills, cloud server setup, and boost your cybersecurity expertise with this impactful project.
What Is Your Competitive Advantage?
Discover your unique competitive advantage and how to leverage it for career success. Learn to identify what sets you apart and use it to stand out in the job market with practical tips and insights.
Project: VPN
This is the second in a series of projects you can use to improve your security stills. The ideas of these projects is something relatively…
How Can I Help You?
Explore insights from the "How Can I Help You?" survey, revealing trends in security careers and reader demographics. Discover how a revamped assessment now tailors learning paths for aspiring professionals.
4 Ways to Evaluate Your Job
Discover four essential ways to evaluate your job, focusing on your boss, mobility, company pride, and skillset growth. Learn how to weigh these factors to make informed career decisions.
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.
Season 1: Masterclass
Dive into the Season 1 Masterclass podcast episode, featuring highlights and diverse perspectives from the past 12 weeks. Perfect for newcomers and a must-share with friends. Get ready for Season 2!
How To Finish 2015 Strong
Discover how to finish 2015 strong by setting clear goals for 2016. This post offers actionable steps to ensure you stay focused and prepared, even through the holiday distractions.
Reader Mailbag: Join a Big Consulting Firm?
Explore the dilemma of joining a big consulting firm versus staying independent in infosec. Weigh the benefits of specialization and exposure at giants like KPMG against the freedom of solo consulting.
The Growing Your Career Video Series
Discover a transformative video series designed to boost your information security career. Based on a new book, these concise videos offer insights and include a live Q&A session for personalized advice.