Maybe won't lose but imo OD during next 4 weeks would be better, then even in off-season he could start 1v1 SF/PF (maybe even for Guards). If he will start with 1v1 the gap between DV and OD will cause that DV already will be popping slower. He can count on 3 pops in DV (optimistic), 1 more in HA and 1-2 JS/IS until the start of new season. Ofc it is better TSP and nice elastic effect for OD, and as u said better as PG, but only in offense. In defense he has only 4 OD and can be easily fouled out. To me it is better to do it alternately, no more then 3-4 pops diffrence between OD and skills from 1v1. Sb typed that on this forum (maybe Manon?) and I like this idea.
One thing in favor of this is that if you train OD now, you can train up to 3 players each week normally, and then doing 1v1 on the weeks where you're no longer in the postseason will allow you to train 4 players. If you reverse that, you're training up to six players now and then two later. If, of course, this is the only player you really care about, it doesn't matter, but generally it makes more sense to train single position skills when you have three games and switch to the 1v1/JS/RB on weeks with only two games.