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Decision Guides

Some decisions come up again and again, they matter, and getting them wrong is expensive. This bundle is a growing set of guides for exactly those calls — written to help you decide well, not to decide for you.

Each guide lays out the real options, the criteria that actually matter, the tradeoffs with the evidence behind them, and when each choice tends to win. The framing is our reasoning; the facts behind the tradeoffs are cited so you can check them. Ask a generic chatbot to help you decide and you get a confident, unsourced list. A guide here gives your AI assistant something better to work from: grounded criteria and sourced tradeoffs it can apply to your situation.

Start with How These Guides Work for the shape they all share, or go straight to Build vs. Buy.

In this section

Page Last updated
How These Guides Work
What every decision guide contains, how to read it, and how to use one with your AI assistant.
Updated 2026-07-01
Build vs. Buy
How to decide whether to build a capability yourself or buy it off the shelf — the options, the tradeoffs, and when each one wins.
Updated 2026-07-05
Keeping What Your AI Knows True
How to keep the knowledge your AI acts on current, owned, and safe, with the right maintenance approach for each kind.
Updated 2026-09-13
When to Embed an Engineer
When a stalled AI project needs an embedded "forward deployed" engineer, an outside firm, or a better handoff.
Updated 2026-08-04
When to Let AI Do It
How to decide whether to hand a task to AI or do it yourself — where AI earns its keep, and how to keep control.
Updated 2026-07-01
Which AI Model for Which Job
How to decide whether your team's recurring AI work should run on one model or several, and how to test the choice.
Updated 2026-09-13
Who Should Own the AI Bill
Who should own each kind of AI spend, and which controls keep costs in check without stalling adoption.
Updated 2026-09-13
Glossary
Plain-language definitions of the terms used across this bundle.
Updated 2026-07-01
Validation
How this bundle is validated — sourced claims are checked and each sweep is recorded here.
Updated 2026-07-01