I recall running into this in 15 but have seen good balance in 16 and even better balance in 17. I have fielding specialists, speed guys, power hitters, you name it. And I haven't seen anything that is necessarily position specific.
Now I could be missing the trend because I really only concentrate on my team. I do look at other teams picks but not super close.
With that being said, I haven't ran into any issues yet.
Does he have any glaring weaknesses that might turn other teams off? Like a extremely low durability or a low stat in one of the attributes that don't improve (velocity and stamina)? This can turn other teams off a player. If not then yeah I'd say you hit the jackpot.
As much as I would like to think the CPU actually think like that in the Show, I really dont think they do.