Insights

Notes from building LayoverGuard

Ideas and lessons from the intersection of travel risk, aviation data, engineering, and insurance.

Product & Engineering

Before You Automate, Define the Promise

What building LayoverGuard is teaching me about turning product intent into rules software can actually enforce.

Co-founder & CPTO, LayoverGuard · September 25, 2026 · 9 min read

Engineering & Underwriting

What building LayoverGuard is teaching me about turning messy real-world flight events into deterministic financial decisions.

Co-founder & CPTO, LayoverGuard · September 18, 2026 · 10 min read