Not that funny, from what I can tell.
Here's my take on it:
2nd frame, he's listening, not really paying attention.
3rd frame, he's considering her words.
4th frame, he seems unhappy or disappointed.
If the 4th frame is him in character, maybe he feels it's an unjust assessment.
If the 4th frame is him, the actor, maybe he's wishing he had as much luck as his character, though unlikely. So maybe he's just trying to make that kind of joke about it.
Celeb's hey. If they try to be funny and fail, the crowd laughs anyway.
_________________
I'm not blind to your facial expression - but it may take me a few minutes to comprehend it.
A smile is not always a smile.
A frown is not always a frown.
And a blank look rarely means a blank mind.