[ctidd]

The goal makes sense, but more specific questions can get substantially better responses. An example of what I'd find to be a more effective line of questions with a similar goal:

1. Is there a substantial technical or organizational change your company/org/team is currently executing? (Choosing scope based on who you're talking to.)

2. (If not) What was the last one you executed successfully? (Alternative: unsuccessfully)

3. What problem is/was this change aiming to solve?

4. Did the change introduce an anticipated or unanticipated tradeoff?

The goal would be to understand what the company currently or recently found challenging and what they're motivated to solve. It can also gauge the company's realism in evaluating the outcome.

Can you acknowledge real problems and tradeoffs, drive a change, and know when it's accomplished (or when it's time to rethink it)?