Generally, atheleticism is considered the limiting factor in potential, because while skills can be improved, athleticism can't be. Oladipo is generally considered one of the best athletes in college, yet you point to his lacking some skills as proof that he can never develop them. It's odd, especially given that the overwhelming weight of opinion is that Oladipo has improved his offensive skills significantly this year. But you're not only positive that Oladipo's skills won't continue to develop, but positive that Dion's will. That's just horrible bias.
They are different players. Oladipo is longer and more athletic than DW, a better rebounder, a much better defender, better finisher, and seems to be a better shooter as well. DW is better at creating his own shot off the dribble. But you take DW's one advantage -- creating off the dribble -- and turn it into the only offensive skill that matters by claiming Oladipo lacks skills. You can't have the highest TS% in college basketball while simultaneously lacking a single NBA offensive skills. I'm not sure whether that's hyperbole or whether you actually believe that, but either way, it's simply wrong.
One way to beat the double team is to pass it to a teammate who is a reliable jump shooter. Or, perhaps a teammate who excels at off ball movement cuts to the basket.
So "can't dribble left" now becomes "has no NBA offensive skills,"? You think Oladipo would be the first successful NBA backcourt play who was limited dribbling with his left hand when he came into the league? The point of drafting Oladipo -- if the good big man options are off the board --isn't to replace Waiters. It's to add defense and flexibility to the backcourt by adding a guy who rounds out the required skill set for a 3 guard rotation with great defensive and off-ball skills. I have a lot of doubts as to an Irving/Waiters backcourt being good enough defensively, or being able to work well together if we acquire a ball-dominant 3 at some point.