Machado is only 31, so there's still plenty of time for him to win a championship. He may end up with some regrets, however, if Baltimore wins one without him.
Yeah, because we would have hit the same cornerstones of success had we been the ones to pay him 30 million a season *and* have him worsen our draft position with the three or four extra games a year we would have won. Plus, I'm sure he would have thoroughly enjoyed playing on the turd rebuild-tank teams we trotted out for three and a half seasons straight.
Manny was great, but I don't think we'd be in the same place today had we kept him. So Manny won't have to regret anything if we win it all; it likely wouldn't have been the same team if he were on it.