you are gonna get tons of opinions on what is the right style to start with.
the 2 main sides will be a single stage, or some sort of turret or progressive press.
me.. personally.. I think single stage is easier to lear on, and the least investment.. especially for somebody who may not like it once theyget into it.
why sped 1000$ to get in.. then find it's not for you.
a cheap single stage can get you up and running for a couple hundred bucks and actually have some extras besides the basics in the kit. for instance.. a basic lee kit can be had near 100$.. and with a set of dies.. you can almost get started.. a set of calipers helps though.. ) add 100$ of goodies and you are ready to reload rifle and pistol.. etc.. if you don't like it you can sell it and get more than half your $$ back and call it a good training session..
get into a turret or progressive.. and it's enough investment you kinda HAVE to stay with it..
turett will let you single step thru each stage.. many progressives can disable the auto index as well..e tc.
here's some advice.. relaoding may not immediately save you any $$.. but you will shoot more with the $$ you spend.
if you start relaoding very expensive stuff that is premium and hard to find ($$).. like safari cartridges or any of the expensive magnums.. etc.. then you actually can quickly save money..

a box of 20 458 win mags can cost 80-100$ on a store shelf. they can be reloaded for much, much, much less.. etc.