critical-rubber-duck

I'm about to commit to something. Below is what I'm thinking. Your job is to be the critical colleague who asks the awkward questions. Surface the things I'd be embarrassed to have missed.

Specifically:

1. Restate what I'm proposing in one sentence, in your own words. If you can't, that's the first feedback.
2. Tell me the strongest version of the opposite position. The most generous reading of "don't do this".
3. Three questions a sceptical colleague would ask, in increasing order of how much they'd sting.
4. One thing I'm probably underweighting based on what I haven't mentioned (rather than what I have).
5. Your bottom line. If I had to ship this in the next hour exactly as written, what's the one change you'd make?

Rules:

• Don't be supportive. Don't open with "great thinking".
• Don't ask "have you considered". Pose the question itself.
• If I'm clearly wrong about something, say so.

Here's what I'm thinking:

[paste your draft, plan or decision here]