What is The Cyber Why?
The Cyber Why is a cybersecurity business intelligence publication for people who operate at the intersection of security, business, and investing — and refuse to accept the industry’s talking points at face value.
Through long-form Deep Thoughts essays, TCW cuts through vendor spin, analyst groupthink, and marketing noise to deliver sharp analysis on what’s actually happening in the cyber market — and what it means for your strategy, your portfolio, or your next board meeting.
No PR-speak. No regurgitated press releases. Real takes.
What you’ll find here:
Deep Thoughts — In-depth essays on the business of cybersecurity. M&A analysis, market structure, AI × security platform dynamics, startup economics, investing frameworks, and contrarian perspectives on the trends everyone else is hyping.
The TCW Podcast (returning soon) — Monthly conversations going deeper on the biggest themes with the sharpest minds in the industry.
Who writes it?
Tyler Shields. CMO at a cyber-adjacent startup, former professor and market analyst, active investor in cyber companies, and someone who has been in offensive security long enough to know when the industry is lying to itself.
Tyler Shields. CMO at a cyber-adjacent startup, former professor and market analyst, active investor in cyber companies, and someone who has been in offensive security long enough to know when the industry is lying to itself.
Past contributors include Adrian Sanabria, Katie Teitler-Santullo, and Rick Holland — each bringing their own lens to the business of security.
Who reads The Cyber Why?
CISOs, security practitioners, cyber investors, founders, and executives who want intelligence plus perspective, not just a summary of what already ran in the trades.
CISOs, security practitioners, cyber investors, founders, and executives who want intelligence plus perspective — not just a summary of what already ran in the trades.
Over 5,000 subscribers and growing.
Sponsor The Cyber Why
TCW reaches a highly targeted audience of cybersecurity decision-makers and investors. If your brand aligns with our content and audience, we’d love to hear from you. Email tyler.shields@gmail.com for more information
