I wish, to this day, that I could have taken part in a process like this. Two things stopped me from being able to do so.
#1: I had a serious aversion to the weight room. I'll admit it I was a lazy ***, stupid, kid who didn't think that I needed to work out. I just loved playing football. All i did, during weight lifting hour and offseason, was go out on the field with a bunch of other guys and play football.
Big mistake. That never did endear me to the new coach we got at the end of my 8th grade year. He honestly hated me, cause I refused to work out like I should. But he got his wish by the time my sophmore year had begun...I quit.
#2: Sex. Yep. Started having sex my freshman year in high school and, the stupid kid that I was, got my girlfriend pregnant. We immediately married (Another bad decision because I knew that I wasn't in love with her, but had convinced myself that this is what a man does. Takes responsibility).
Then I decided, that spring after we got married that I'd take my football more serious and try and get a scholarship out of it. So I went to my coach, told him I knew I was a screw up, but that I wanted to switch positions on offense and I'd work really hard if I could.
At the time I played WR on offense (where I went to school we didn't throw a whole lot so WR really meant you were another blocker and you were in like a 8 kid rotation of WR's) and on defense I started at DE. Occassionally I'd play FS and I was on all the special teams packages.
Anyway I wanted to move to QB because I had a pretty darn good arm. I could chunk a ball 60 in the air, at the time, with fairly good accuracy and I thought I was just fast enough (Cause I wasn't fast to be honest) to be able to run the sweeps and stuff needed in the more run based offense.
Anyway, rambling here, he finally agreed and told me if I would come to all the spring stuff, work hard, and do all the summer workouts and such that come two a days next August I could move to the QBs and switch positions.
I was stoked. I made all the spring drills, worked on my passing into the net, with recievers, the whole deal till the end of school. Then summer started and for the first 2 weeks I made it to the weight room at least 3 days a week, without fail, and really put in the effort.
Then, of course, i got lazy again. Staying at home, in bed, and having sex was more important than going to the gym and lifting. I missed the remainder of the workouts that summer and then when two a days rolled around I showed up to play football but found that the coach was dead serious about me having to show up all summer to move positions. He promptly put me back at WR. I went through the 2 weeks of practice, before school started, and then just as the school year started I quit.
I've regreted that every since. I'm not going to jerk anyones chain and say that I had a real shot of being a big shot player, in a big shot college program, and certainly not a really huge shot of making the pros or anything, but if I had dedicated myself, as I should have, I do believe I could have been good enough to get recruit by some schools and at least got a great 4 year education out of it.
So, yeah, make sure your boy enjoys every possible moment of this.