A progressive is faster and more money, caliber changes cost more.
I think a Lee Classic Turret is a good first press. You may want a progressive later, but even if you get one you can still use the Lee for small batches.
I started with a Lee 3 hole turret. I got a LNL progressive later on, but still use the Lee for small batches and calibers I don't load as much of.
Could I have learned on a progressive yes, but I think it would have been a lot harder than on the Lee.
You will no doubt see the buy once cry once comments, and the get a Dillon everything else is junk, not as good....(fill in the blank)
I haven't used a Dillion but I believe they are good equipment, but again I feel it would be better to start with the Lee turret than any progressive, and the turret will serve you well for many years.
Also it is less money to add another caliber, and less of an investment in case you decide reloading is just not for you.
I went with the LNL for a progressive, cheaper than the Dillon 650, has bushings for dies, quicker to change the primer setup from large to small and some other reasons.
Not saying it is a better press than the Dillon's but it fit my needs at the time better.
If you do go with a progressive I would recommend one with at least 5 stations, as you will want one station for a powder cop or lockout die. (powder cop will work for rifle, lockout die won't but I far prefer the lockout die for pistol as you don't have to watch it like you do a powder cop)
PS: I have a Hornady LNL, no case feed but with a bullet feeder.
With my setup I can feed case with the left hand and pull the lever with the right so on my press doing mostly pistol the bullet feeder was more help that a case feeder, easier to feed cases than bullets.