I started reloading back in the mid 70s. I was lucky, the company (Omark Industries) that owned the company that my dad worked at also owned CCI/SPEER/RCBS. While I started reloading with a 12g and a 45 ACP Lee Loader, reloading took on a new dimension when loading equipment and supplies were made available to everyone that worked for Omark. I still have the first press that we bought, and most of the dies. When it comes to hardware, I have only supplanted the original equipment with a Dillon 550B, a MEC Reloader Jr, and a Lyman DPS 1200.
I have the dies to reload: 223 Remington, 243 Winchester, 25-35 Winchester, 270 Winchester, 7mm Remington Magnum, 308 Winchester, 30 Carbine, 30-06, 35 Remington, 40-65 Winchester, and 45-70. For handguns, I reload: 38 Special, 357 Magnum, 9mm Luger, 41 Magnum, and 45 ACP. I am also set up to reload 12 guage shotgun shells. I am equipped to cast bullets for: 38/357, 9mm, 41 Magnum, and 45 ACP.
In all honesty, I couldn't really say how much I paid to get set up in reloading. What I can say, is that I couldn't purchase what I have, if I were to get started today. I am proud to say, that with the exception of about a thousand rounds of ammo that I have purchased for CCW, I have purchased less than 10 boxes of ammo between 1980 and 2006. When I was shooting service rifle from 1988 to 2006, I reloaded and shot about a thousand rounds annually. Fortunately, if my children continue my love of shooting, they will have my equipment, which they are currently learning on.
I started reloading because it gave me easier access to ammo. I now reload in order to maximize the accuracy in my target rifles, and provide affordable handgun ammo that is accurate and reliable. I happen to enjoy reloading, maybe more now, since I am disabled.
If I take the approach that my reloading equipment has paid for itself, I can really see the savings, especially with my handgun ammo. When I last reloaded 38s, I was able to reload a box of 38 Special wadcutters or semi wadcutters for about $0.50 a box, that would now work out to about $2.50 a box.
I do know, that I really can't advise someone to enter reloading the way I did. Equipment prices have skyrocketed. I have been able to pick up some Lyman 310 tools for reloading a couple of my rifle cartridges and my 38/357, but that is for emergency reloading.