I have spent a lot of time in the league considering what "success" is. For one, there's the outside perspective of what makes a successful team or player. You'd like to define that by the hardware, things like trophies, awards, pro bowls, etc. but I've been a bit disillusioned to the true value of those things. I've seen plenty of teams and players that, by many other metrics or opinions, should not be considered to be the best in their season but still bring home the hardware. While I think there's a lot we could do to improve the processes that lead up to giving out that hardware, I don't know that it'll ever be perfect.
Personal success can be pretty nebulous too. When I was being scouted for the ISFL draft I had an opinion on what I thought success or fulfillment in the league would be for me that I've seen a lot of other people project. I wanted to be a team player and I thought that I'd find success in playing my part in trying to build up a winning culture. A year and a half later, I've never won the big game and I gave up my spot on a perennial contender to try to chase statistical success and a potential HoF career. I've still found a lot of success because I've found ways to enjoy every game and every season to the best of my ability, so I'd say that's the best I can give as to what success means to me.
Personal success can be pretty nebulous too. When I was being scouted for the ISFL draft I had an opinion on what I thought success or fulfillment in the league would be for me that I've seen a lot of other people project. I wanted to be a team player and I thought that I'd find success in playing my part in trying to build up a winning culture. A year and a half later, I've never won the big game and I gave up my spot on a perennial contender to try to chase statistical success and a potential HoF career. I've still found a lot of success because I've found ways to enjoy every game and every season to the best of my ability, so I'd say that's the best I can give as to what success means to me.