The idiom "been there, done that" is used to acknowledge that one has done or experienced something before, so in this sentence it is telling me that he has experienced this many times before.
Context: He shrugs and gives me a look that tells me he's experienced this many times before but doesn't say so.
Hypothesis: He shrugs and gives me a look that tells me he's been there, done that but doesn't say so.

Given this context, is the hypothesis true (Yes/No/I don't know)?