Episode Description

Tyler chats with Andrew Black, co-founder and CEO of Kovr.ai and former AWS Emerging Tech lead, about the unsexy work that makes mission software real: turning security and compliance into something fast, predictable, and built into the dev loop. Andrew explains how Kovr.ai reads system docs, maps to NIST 800-53, drafts control implementations, flags gaps, and recommends fixes, so engineers focus on high-judgment problems while AOs and risk owners get reliable packages that move.

What’s happening on the Second Front

• The true Valley of Death, speed and scale in production
• AI that automates SSPs, findings, and control mapping
• How to make compliance native to CI and CD with JIRA, Jenkins, SIEM
• Why fixed-price software and clear architecture matter for customers
• Culture over strategy, setting weekly “big rocks,” hiring for grit

Connect with Andrew

• LinkedIn: Andrew Black

Connect with Tyler

• LinkedIn: Tyler Sweatt