"I..." Blinking, Cloud shook his head, though mostly because he was suddenly stunned because he had, honestly, not thought about that possibility at all. "I guess I could, but... I think I'd like to try something else first."

He wasn't sure why, honestly, because he certainly didn't mind spending time around her or his older self, but... she was Tifa, and (apparently, now,) actually a friend and years older than he'd seen her last. And he hadn't actually ever thought of working in a bar. Too many people around.

"... usually a lot of people there," he said finally, shrugging and crumbling the pieces of funnel cake that were left on the plate with a finger, "and... I still need to get used to her being older."

That wasn't exactly it, but it worked well enough.