What is The Cyber Why?

The Cyber Why is a weekly newsletter and podcast for people who operate at the intersection of cybersecurity, business, and investing — and have opinions about what they find there.

Every Friday, you get 5–7 of the most important stories in security and cyber business, curated and cut down to what actually matters, with commentary that doesn’t pull punches.

No vendor spin. No PR-speak. Real takes.

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.

What you’ll find here:

The weekly newsletter — What We Read This Week — published every Friday. The TCW Pod — a monthly(ish) podcast going deeper on the biggest themes. Occasional long-form deep dives on topics the industry isn’t discussing honestly.

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.