Software Social

Guardrails, Guts, and AI at the Pool

March 26, 2026·59 min
Episode Description from the Publisher

We get into the messy reality of putting guardrails around AI tooling across a team: shared skills repos, documenting design decisions, and why Claude still needs to be managed like a very smart intern. We swap stories about AI taking over every conversation (yes, even bachelorette parties in Austin), debate whether junior devs should learn without AI first, and Colleen talks about hiring a sales coach who teaches her exactly what she teaches others. Plus: why we're so bullish on in-person events right now, and Michele talks about the why they waited 8 years to hire anyone, and why you can't separate feelings from good decision-making.

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