Just some thoughts to throw in.
There are 16 teams left in the playoffs at this point. All 16 come from MVFC, SOCO, Big Sky and CAA. Pretty much if Richmond wants to try to win the Patriot League and go home after week 1 each time they make the playoffs, that is where IMO they would be heading if Richmond went there. Better conference, better recruits.
Delaware will still be in conference next year if I read it right.
I tend to think Monmouth and Campbell will make their way up as quality teams in the CAA. New Hampshire, Elon, W&M, and Nova will likely stay relevant most years, and Rhode Island, Albany (their QB is only a SOPH I think, so probably not down at least two more years) and even Maine and/or Towson will have up and down years. I would think as time goes on, Spiders will get Elon, Campbell and W&M as quality opponents most years and hopefully catch one of the other better programs each year.
That is enough if you schedule a pretty good one OOC (Furman home and home is a start).
The Southern Conference might be better, but if go to Southern Conference with W&M and Elon, does it cause unbalanced schedules in that conference? Plus, fly to Chattanooga or fly to Maine or New Hampshire, take your pick.
I would also think the average bus rides to conference mates would be longer to Southern, since W&M, Hampton, Campbell, NC A&T are all three hours or less. Furman, Wofford, WCU, Citadel are probably six hours or more, Nova and Towson are that close or closer I would think.
The basketball side could be a downgrade, I think (idk enough) in Southern, and I would think Patriot as well.
Couple of thoughts turning into a book, just things that came to mind.