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

When Your Career Pool Drains: Building Portable Skills
Great situations accelerate careers, but industries shift. Learn why situational agency requires mastering the skill of recognizing disruption before it hits.
Recent Essays

Banks Going On-Chain Doesn't Mean Going Open
JPMorgan's blockchain deposit token isn't a pivot to open finance—it's regulated money on private rails. Banks are building walled gardens, not joining DeFi.

Security as a Subscription: The Cost of AI-Powered Attacks
AI agents now run 24/7 attacks on production code. Organizations must shift from periodic security testing to continuous defense—a standing cost that scales with software value.

AI Threatens Your Best Revenue, Not Your Cheapest
World Bank data reveals AI disrupts high-credential work in wealthy economies, not low-wage labor—making offshoring a false hedge. The real choice: augment or automate your most rules-based workflows.

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.
#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.