motorcyclist..."I've been thinking about moving up to a turret press..."
I started out with a LEE single stage press, when my shooting need required more ammo, I bought the LEE classic turret press and this has met my need very well. I can produce hundreds of rounds without too much time or trouble.
Which ever press you decide on I think you are doing this the right way, that is to progress as your shooting need dictate. You may find that a turret press is all that you will need.
Good luck with your decision and be safe out there.