How much do you need to know, to know you know, you know enough?

Many so called Performance Improvement approaches involve detailed analysis. In some cases

Go beyond the software prescriptions and excessive analysis.
When you know enough stop and move on.

What techniques are you using to understand (rather than analyze excessively) the nature of the work the organization does?

analysis paralysis!

Honestly though how much time should it take to understand something is broke and needs fixing?

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