I think a lot of CG multis are to various extents some rock/paper/scissors games. So if boss is scissors, a player at the top of the leaderboard is paper and a player that is submitting is rock, the paper player is likely to be pushed to the next league. Players that are pushed are generally weaker than players that get to the upper league by themselves which can look like “a lot of players on the above league are worse than the players in the lower league”. But well who cares, they had lucky matchups and got promoted, good for them.
Similarly, if a player that is good around the field but bad against the boss submits multiple times, the boss will be buffed. But in the end if your bot is in average better than the rest of the field and better than the boss it will pass as well. The main downside is that if you don’t totally wreck everybody, you might need to submit a few times before the boss elo is lowered enough. If you don’t consistently beat the rest of the field and the boss, you could either wait for your rock player to push you up, or just spend more time to improve your bot
In my personal opinion, without the rock player pushing involved, I feel like it’s actually easier to get passed the boss when the rest of the field is weaker than when it’s at its peak (I think that most of my final bots that got to legend would not have made the cut on the Friday of the contest)