I'm going to line up with M1911. I started with a Dillon 650 loading 9mm, .45 and .38 special. I load thousands annually and the learning curve was almost non-existent. Just pay attention to the setup video and all will go smoothly.
I got my setup through Brian Enos, and he is incredibly helpful. I was lucky enough to be able to afford everything I wanted up front, so I ended up spending around $2500 for everything, including powder, primer and bullets, but I didn't scrimp on anything as I wanted to buy once and have everything I needed.
Proud TFL Alumnus