Red-Team My Judgment
Analysis & Decision MakingFind only what is most likely wrong — no upsides
Here is my judgment: [my conclusion]. Do one thing only: fin…
AI / Analysis & Decision Making
Take apart your own reasoning and see what's left
Find only what is most likely wrong — no upsides
Here is my judgment: [my conclusion]. Do one thing only: fin…
Dimensions, worst cases, and the conditions for each option
Help me choose between [Option A] and [Option B]. Requiremen…
Assume it has already failed, then work backwards
Assume [project/plan] has failed completely six months from…
Find the premises the conclusion never states
Here is my reasoning: [reasoning]. Please: 1) List every imp…
The same number tells a different story under a different definition
The claim I came across is: [conclusion + data]. Do one thin…
Two things moving together does not mean one drove the other
I believe [A] causes [B], based on: [observed correlation or…
Decide before you start what would tell you to stop
I am about to start [plan] and invest [time/money/people]. H…
Get an order of magnitude without data, and say which step is shakiest
Help me estimate [question, e.g. how many cups of coffee thi…
Separate the decisions you can undo from those you cannot
Here is my plan: [plan]. Find the most expensive irreversibl…
List the questions you never thought to ask
I am about to do [thing]. My current understanding and infor…
Not a straw man — the strongest version of their case
My position is: [position]. Write the strongest version of t…
Split a mixed passage into three kinds of claim
This passage mixes facts, inferences, and preferences: [past…
Kill the conclusion with the cheapest test, before you build on it
My conclusion is: [conclusion]. Do one thing only: find the…
Split down to pieces that answer yes/no or a number
My big question is: [question]. Break it into a set of indep…
Same word, two meanings, one argument
Here is the argument: [paste it]. Find where a term changes…
Check only whether the estimate runs low — not whether it's worth doing
My estimate for this plan is: [total cost / timeline]. Check…
Check the variance band before you call it a trend
I'm seeing [metric] move [change] and reading it as [trend].…
Rank the decision by “can I undo this,” then set the order
The decision I'm making is: [decision]. First pull out the i…
Write the failure modes first, then the first 24 hours
My judgment is: [judgment], and I've already committed [mone…
Take apart your own reasoning and see what's left
I'm leaning toward [option] because: [my reasons]. Split tho…