I think of the two, Wilson is more likely to go. He's older and does fit the proptoype of what the modern NBA is looking for. I think at the very least, there's no reason for him to not enter his name in. Then, he can go to the combine and do individual workouts. As long as he doesn't hire an agent, he can still come back to school. I don't think DJ is ready to play in the NBA but sometimes it's smart to strike while the iron is hot.
However, there is a new component of the new NBA CBA that may impact some kids' decisions. NBA teams will be allowed to sign 2 extra players to two way contracts. That allows them to send them to the D League while retaining their rights. Those players will make lesser salaries while in the D League as opposed to their NBA salary. They will make more than the typical D league player but much less than the minimum NBA salary.
I heard Jonathan Givony of draft express on a podcast with Woj last week and he said unless you are a guaranteed top 20 pick that you're better off staying in school. He thinks a lot of players picked after that will get stuck in the D League making a lot less money and playing in Sioux Falls.