FF/Newsletters/Issue 16

Issue 16 · June 16, 2026

Future Frontiers · Issue 16

What actually defends an AI program, why most strategy decks weight the three forces wrong, and a brain teaser about why migrations stall.

Etcetera

A cartoon, a teaser, and a little levity.

03 · Picture This
On mistaking the model for the durable advantage.

On mistaking the model for the durable advantage.

04 · Brain Teaser

The Switching Cost Standoff

Your AI platform team estimates that migrating from your current foundation model to a cheaper one with comparable capabilities would take six months and $2M of engineering time. The new model is 40% cheaper per token. Your annual model spend is $12M.

The CFO does the math: $4.8M/year saved, six-month payback, then pure margin. She approves the migration on the spot.

Six months later, the migration is 30% done. Engineering blames the prompt rewrites taking longer than expected. The team that picked the original model is loudest about the integration risks.

What’s actually happening — and what’s the cheapest way to find out?

Answer at the foot of the issue ↓

05 · Just in Jest

On the House

Token costs are like office snacks: technically free, somehow $40,000 a month.

Brain teaser · answer

The Switching Cost Standoff

The technical work is rarely the bottleneck on a foundation-model migration. The bottleneck is incentives — the team that picked the original model is being implicitly asked to admit their pick is now mid-tier. They won’t say that out loud, so they surface every plausible technical reason to slow down.

The cheapest diagnostic is to take the most senior engineer who didn’t pick the current model and pay them for two weeks to migrate one workflow end-to-end. If they ship in two weeks what the main team hasn’t shipped in six months, the bottleneck isn’t technical.