Fractional COO interviews fail in a predictable way: the buyer asks about philosophy and chemistry, the candidate answers with fluency, and everyone leaves impressed with no evidence exchanged. Fluency is the cheapest thing a senior advisor owns. The questions on this page are built to be expensive to answer — they demand specifics only lived operating experience produces: numbers the candidate was accountable for, artefacts that survived their exit, engagements that ended well. A candidate who has genuinely run operations finds these questions easy and rather enjoyable. A candidate who has been near operations finds them uncomfortable, and the discomfort is the data.
The five themes mirror the anatomy of a good engagement. Scale experience establishes whether the judgement you are renting was actually built at the scale you are heading toward. Operating model tests whether they can show you, concretely, what they would install in your business. Measurement establishes how both of you will know it is working. Transfer probes whether your team ends up holding the model or holding a dependency. Commercials reveal how they think about accountability — pricing structure is a character disclosure, not a procurement detail. Weakness in any one theme is survivable; weakness in two or more is a forecast.
I have spent nineteen years on the answering side of tables like this — most recently as Senior Director, Business Excellence at Publicis Groupe, responsible for quality and delivery across 500+ clients and 2,000+ teams — so these are the questions I believe a serious operator should be able to answer without preparation, and the ones I would ask before hiring anyone into an operating seat, including a competitor. Use them with the one-page mandate described in the hiring guide: questions work best when every candidate is answering against the same real problem. Consistency of the brief is what turns a set of impressions into a genuine comparison.