Insights

Thought leadership on strategy that ships

Research, opinions and hard-won lessons on execution, AI and trust — from the team building Strat101.

Strategy The execution gap: why two-thirds of strategies fail — and what visibility fixes The research on strategy failure is decades old and remarkably consistent. The fix isn't better planning — it's making the failure points visible early. July 2026 · 8 min read

AI BYOAI: why your AI strategy should start with your own keys Vendor-bundled AI means someone else's model, someone else's data boundary, and someone else's bill. There's a better default. July 2026 · 6 min read

Security Zero-knowledge by design: security you verify, not trust The strongest security claim a vendor can make is 'we couldn't read your data if we tried.' Here's what that actually takes. June 2026 · 7 min read

Strategy What would make us stop? The case for falsifiable strategy Plans that can't fail can't succeed either. Framing strategy as bets with kill criteria changes what boards fund — and when they stop. June 2026 · 6 min read