There are 31 D1 Baseball Conferences.
Most kids who play D1 are not at the level to be able to play in the SEC, ACC, Big 12, PAC-12, and the other very top level Conferences.
That leaves the rest of the Conferences - let's call it #11 through #31.
Basically it's the middle and the bottom. How much of a difference is really between the middle and the bottom?
Let's say you had a chance to commit to a team in the Colonial Athletic or ASUN. But, you are probably going to sit for 2 years and might end up having to transfer after your freshman year.
Would you be better off committing to a school in the America East or Metro Atlantic were you were more likely to play sooner and not be a transfer candidate after your freshman year?
Or, is the difference/experience so much greater in the middle that you have to go for it if you have a shot?
My usual type of questions for you, Francis...
Does your son have offers to commit to schools from all - Colonial, ASUN, American East and Metro as your hypothetical lays out? If so, why would he be considering an offer where he is already of the impression that he may sit two years and/or transfer after yr 1? For that matter, why would he consider an offer with that as the presentation anyway? I get that many players are willing to stretch and "go for it" with a bigger/better program but if he has multiple opportunities, he probably has some where he is loved more than that where the program is decent. This is where considering a lower level than D1 may come into play. I'm sure you have read many times here where it can be far more rewarding to play for a successful D2/D3/NAIA than a crappy D1.
How many of the "11 thru 31" conferences actually have schools that are likely targets that fit all of his objectives (region, major, culture, cost, distance from home, recruiting logistics, etc.)? It's fine to cast a wide net but no need to make it more difficult than it needs to be. Target the schools that make sense and if a different opportunity presents itself from elsewhere, you can weigh it in at that point.
Beyond that, when you get to the very bottom of the D1 conferences, there is even more overlap with lower levels. In fact, I have seen some low level D1 conference play that is clearly inferior to that of the better D2 conferences. I have seen some particularly weak D1 teams that would get beat up by many strong NAIA programs. Clearly, putting too much stock solely in the D1 label is a mistake.