In the yongnuo family the 568exII with a pair of 622 wireless transmitter will get you ETTL/HSS, the 560exIII with a single 603 transmitter is purely manual set, and the 565exII with an RT transmitter is in between.
In terms of the learning, I started with ETTL/HSS flashing but didnt really "learn" lighting until I picked up a manual only YN560III. It would also be reasonable for someone to get a flash system with the bells and whistles, use them when needed, but when you wanted to be serious with the lighting, go into manual mode, etc. Just depends on what kind of person you are.
Looking back I am thinking I should have gone with the cheetahstand family so I would be able to combine speedlights and stobes with a common trigger and everyone says how good the customer service is. But to start with a 560III and 2 x 603II for about $100 is a really good deal.