There is no way in hell Dowling should be in a conference with the smaller schools.
It's not a football league, so I don't think they'd dominate sports as much as you think.
I'm out of the loop on a lot of the sports, but they have been really good in girls basketball, pretty good in boys basketball, and not very good in baseball. It looks like they have been toward the bottom in the CIML in soccer and softball.
But if they wanted to add B-F and a couple other schools to the small school division and move Dowling up to the large school division, that would be fine.
But Dowling isn't a juggernaut in sports outside of football and maybe girls basketball. I'm sure there are swimming or golf or whatever other sports they might be really good at, but I have no idea about those. The team sports where you are competing consistently with conference teams, they would not dominate across the board.