Noticed attendance a some PGF Showcases in Ohio,Ind etc,having 2 to 3 teams from the same age group and same org at there events. I would think you would want your best in each division representing,opening up slots for the best in other orgs.
There are many, many reasons why you don't see only one "best" team per org in showcase tournaments. Some orgs (i.e. Bandits, Chill, OC Batbusters, Firecrackers, etc...) have a number of teams that ARE elite level teams and may be the 2nd or 3rd best team in the org, but still are better than the BEST from many other orgs. Some orgs like ours (Outlaws) have teams from different states (i.e. OH, PA, WV) which play at a very high level, and so again why would you exclude teams when they are more than capable of winning in any given field on any given day. Also, some tend to forget that part of putting together showcases is to get a large diversity of college coaches there. Sometimes a team will be accepted largely based on the schools that are actively following that particular team. Irregardless of the W-L record to some extent, if you can bring along a unique group of coaches who are actively recruiting then that may be the overriding factor in the decision to let a team in.
Who gets to decide who the best are before the games are played?
In my daughter's org. there is an elite team and a non-elite at the same age group. On paper the elite team would be the best. Hand picked players, all with speed and big bats. However when they played the non-elite team bested them 7-2. I'd hate to think the non-elite would get left out just because they weren't considered the best in their age group.
There is always someone at higher level tournaments (in any sport or sanctioning body) whose job it is to keep the talent level legit, which often times leads to some hurt feelings or perceived snubs. Stingrays have had to deal with that for years. I know for my team we have been asked to send in schedules with W-L records, list of schools following our players, and even letters of recommendation from D1 schools prior to either being accepted to a tournament or accepted into a "power pool." It's not a perfect science for sure and we have been on both sides of the decision making, but all things considered I'm not sure how else it could be done.