Man Singing “It Had to Be You”

It’s more so “what’s the scene or movie” since I cannot remember what movie/show the scene I’m picturing is from. It’s a man in a suit on a stage singing “It Had to Be You” by Frank Sinatra. He holds out the “somebody who” line and it cuts to someone I believe wagging their finger listening along (as a joke). It has to be from 2005+ and I cannot remember where I’m picturing this from for the life of me.

Maybe I am making it up, or so the internet is telling me. I truly wish I had more context than what I can give. And no, it is not Harry Connick Jr.’s performance/cover. I swear it’s from a rom-com for family comedy.

Any help is appreciated.