LovetheGame,
My son is in a similar situation, but with an entirely different attitude. He is also a late bloomer, and somewhat undersized. Although it is a struggle for him at times, he acknowledges that his reason for going to this Juco was to develop. And he is developing as a player, his hitting is improving, his arm strength is significantly better, and he is working extra on his own with weight training.
We have had many discussions along these lines. (Not that he is unhappy, but rather somewhat frustrated.) But he is keeping his eye on the goal, and not exclusively on the present. My advice to him has been, work hard, take advantage of every opportunity to improve your skill,if you don't get playing time in the spring you will still be an improved player. Fortunately, at his school, the coach leaves the redshirt call to the player.
Let me clarify a couple of points. #1) My son, even if he redshirts, will only spend two years at a Juco, he will not redshirt one year and then play two at the Juco because of the NCAA transfer rules and it being too difficult to spend 3 years at a Juco and still be able to transfer with enough credits. So our approach is, if he redshirts this year, he will still have 3 years of eligibility when transfers to a 4 year school. (I know that makes it a 5 year plan, but he is looking at a combination degree in 5 years, BS and Mba. At least that is the way we justify it!
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#2) With respect to eligibility, the clock has already started ticking for your son. It started the day he enrolled as a full time student. He now has 5 years to play four ( at a Div I school, Div II is a little different and Div III only allows 4 years of eligibility. I'm not sure about NAIA) The NCAA rules are complicated and seem to be different for each division, so it depends upon where he ultimately thinks he will end up.
If he is not getting any athletic money, then it should not be a problem transferring to a different program. I would think that in N. Carolina there would be plenty of options that are closer to home. Reality is that at any program, he will probably face similar obstacles, and in all likelihood, there will be sophmores ahead of him. So it boils down to the school. If he is not happy with the school, or doesn't like/respect the coach/program, then he should probably find a better fit.
However, if it is just the playing time issue. He might be better off to adjust his attitude, work hard at becoming the best player he can and position himself to be one of those sophmores next year. And you never know what will happen with a good work ethic, and a great attitude, he may yet get a shot where he is at!
Hope that helps a little. As mentioned, this topic is "close to home" for us.