Ai Matchmaker Audit

Make sure to use this skill whenever deploying an AI agent or model into production and the team expects it to work perfectly on day one, evaluating an AI vendor that claims 'one-click deployment,' or designing the data-feedback loop that makes an AI system improve post-deployment — even if the request is about 'AI deployment' or 'agent design' rather than explicitly about flywheels.

Make sure to use this skill whenever a working relationship seems strained, decisions are being second-guessed without clear rationale, collaboration between two parties is degrading, a new partnership needs a baseline trust assessment, or delegation levels need calibration — even if the request is about 'collaboration' or 'working relationships' rather than explicitly about trust.

Make sure to use this skill whenever a product debate has lasted more than 2 meetings, participants argue from different mental models with no shared reference, a design or architecture decision needs convergence, the team is going in circles with abstract arguments, or a decision requires comparing approaches side by side — even if the request is about 'decision-making' or 'alignment' rather than explicitly about artifacts.