I love the starting skills , its a shame of poor inside shot but thats what happens , decent starting stamina and free throws so no need to waste two game weeks on training those. After one season i would envisage this player having had 4 pops in OD , giving him prolific OD , 2 pops in passing and 2 pops in driving as well as a pop in handling , this gives him 7/7/11/7/4/9 , for the guard skills and most likely a secondary pop in ID through 8 weeks or so of pressure training. Then im training him the next season in one on one at the forward positions for 8 weeks intensity. This probaly gives 4 pops each in driving and handling as well as a pop most likely two in jump shot. I then have 2 more weeks of passing , raising it to prominent and spend the rest of the season on pressure , raising this to tremendous. He now turns 20 with skills in the region close to 9/7/13/11/8/10 . Now i get passing to tremendous with 6 weeks of passing , another 4 weeks one on one for 2 pops each driving and handling and a pop in jump shot , and spend 3 weeks training jump range , raising this by a level.
This gives the player skills when he turns 21 of 11/8/13/13/10/13/2/5/7/1 . This is assuming no injuries of course and a high level trainer , and 48+ mins every week , its unlikely those conditions will be fulfilled though. The problem as others has stated is that this guys salary is very high compared to his starting salary and it may be an issue. In his next season , he can either be trained more in his main guard skills , or he can have some weaknesses fixed in his game , he can have a season of inside training , predominantly in inside shot , and maybe a pop in inside defence also taking IS to a hopefully mediocre and inside defence to average. This is what id do.