"Probably"? He absolutely would. I'm sure you remember his reaction after the Eye of Helios was destroyed, or what happened after we defeated the vault guardian.

[It's... not really all that amusing, even in hindsight, but boy does that memory still stick out among all the other things Jack did during their mission.]

Good. Go to the center of town, find the sign that says the town's name is "New Bark Town". I'll meet you there.