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I have to backtrack just a bit.
Before you plunk down any of your hard earned money on a press or all the other paraphenalia (that seems to nickel and dime you), you should find a good, local, and cheap source for primers and powder. Otherwise, the HAZMAT fees of having to ship stuff to your door will make reloading not worth the hassle.
You should try your local USPSA or IDPA clubs. Somebody who has a 550 might be looking to step up to a 650. A guy with a 650 might be looking to upgrade to a 1050. If you end up buying a used Dillon from a local competitor, then you also made them your reloading mentor. You can watch them operate the press before money exchanges hands. You can also ask for intell on the best local and cheapest sources for reloading components.
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This is true to a point, most who order online make a large purchase. I usually have about 48lbs worth of primers and powder when I send in an order. I don't normally get all of that just for myself but split the order with others.
I highly recommend getting the book called the ABCs of Reloading it breaks down the process of reloading very well.
There is nothing wrong with starting with a single stage press, I have a Rockchucker and a 650. The Rockchucker gets used for bullet pulling, load development or small batch reloading.
Do be honest with yourself, if you really don't shoot much you might just be better off with stacking your ammo deeper during the next four years and selling the brass on the EE.
Reloading equipment isn't cheap and gets more expensive as you try to increase output. Plus side is that for the most part reloading equipment doesn't lose its value and can be sold for near purchase price if maintained.