So technically this is a CAD-related post, but if your team has grown recently like ours has, you might be training a bunch of new people in CAD as well as software.
Our team uses SolidWorks for CAD (we got 25 free seats from them last year - I'm not sure where you go, but it's possible), but I wasn't happy with the tutorials that come with SolidWorks (they're nice and all, but not very closely related to what we do in FRC), so I made two of my own. New students were able to get through each of them - with help getting unstuck from me and other experienced users - in about 2 hours each.
Click "Download All" and look for the PDF, which walks you through the tutorial.
https://grabcad.com/library/frc-soli...ox-and-motor-1
https://grabcad.com/library/solidwor...all-gatherer-1
Good luck with preseason training,
Sincerely,
Alec Muller
Team 2342 Mechanical Engineering Mentor