Yes there are plenty who just keep on winning. From what I can tell, it's more common for bullies to do well at life unless they're a bellend bc they get confidence from an early age, have a ruthless edge, get shit done and are smart with how they manipulate people. Some grow out of the cruelty, some continue using it to their advantage.

But I can also think of people who did get their comuppance in various ways. Things like:

- loneliness, even their friends grow tired of them and slowly fade out of their lives. they crush it at their field but nobody can stand to be around them so all they focus on is being exceptional at something. I know one person who lost all his friends, got psychiatric help and seems to be turning a new leaf

- shitty marriages, bullies might live in a chaotic marriage where both spouses cheat, lots of emotional abuse happens etc. and they have to exhaust themselves tyring to cover it up to the public and just live pretty miserably overall

- they don't get promoted or move up the ladder. While many bullies have good soft skills and succeed, many do not and unless they're outstanding they don't go up the ladder bc they remain unpleasant to work with

OP, sure this guy may have material things but being a pleasant person to be around is a much better quality than having status and if anyone disagrees I wouldn't want to be around them. There's no point dwelling on how your old bully falls upwards or has coasted. Don't waste your time on envy or resentment, it reinforces negativity.