Why AI demo coaching fails without context — and why building that context is the leader's job
Nate saw a one-line prompt produce textbook-generic demo advice, and a comment section full of people saying "it needs more context" without ever building any. He and Ava work out how SE leaders turn that context into a shared enablement asset — and what it does for coaching between 1:1s.
What Nate and Ava discuss
- Why "focus on the economic buyer" is actively wrong advice for tomorrow's end-user demo
- Building one team-owned assistant: ICP, personas, demo standards, methodology — plus a personal layer per SE
- The transcript loop: SEs upload their last demo, get scored against your criteria, and progress becomes visible
The move
Write one page this week — who you sell to, the personas, what a good demo looks like at your company, and three things you never do. Load it into a shared assistant, have every SE upload their last demo transcript, then read the first ten reports yourself.
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Your hosts
Nate Hargrove
The Seasoned Pragmatist
Ava Vasquez
The Modern Builder