It's hard to say. I guess it's fine to have a plan for players development, but if they're raking and their coches and player development people feel they no longer need to face that level of talent, then the plan needs to be adjusted.
I've heard many things from scouts and talking heads on podcasts and broadcasts that sometimes a team wants to ensure a player has gone through the league facing every team at least twice to see if they make adjustments that the other teams make against them. I've heard some teams want to ensure a guy has the experience of an all star game, or a playoff run when they've been with a team all year.
So it depends on what this FO values for their players. We've already seen Jansen and Jones get promoted, but the development plans for those 2 players might be completely different than the plans for Bo and Vlad. Seems to me the most right way of doing things would be that the team has a plan based on each individual player, and when circumstances change(for better or worse) the plan changes too.
To me, if the player is no longer being challenged by his level of competition and has been through the league enough to have seen and made adjustments to anything thrown his way, it's time to move up.