"They didn't have hot tubs in my day, and they got along just fine," he said, hoping to reassure him. He chuckled a bit as Tony spoke and shrugged at the idea of what the older Tony would've done if he'd never met the other Steve. "Probably nothing good," he began, "lots of parties and booze and women." He smirked a bit. He was mostly kidding. Steve hadn't really done anything other than hold Tony accountable for the choices he made.
Plus, he was fairly certain a part of Tony wanted people to be proud of him when they seemed to be good people or unlike the men and women he was often surrounded with. It was easy to be "great" when you had a ton of money. It was harder to be great among people whose definition of greatness had little to do with amount of money you earned or whether or not you were arrogantly the smartest person in the room.