You are describing a risk-management scenario I somewhat know. When the consequences of repeated failure could be a dangerous despair, how do you know it's
- time to retreat and regroup, or
- time to change tactics, or
- time to change your operational strategy, or
- time to change your grand strategy?
If the results are always the same, it's time to either try something different or possibly back up as much as necessary and re-envision the whole situation.
Who's berating you?
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My dog
mastered the "fetch" command. He would communicate he wanted something, and I would fetch it.