If think I did just fine starting out; I bought a used C&H single-stage 3-hole press and matching powder measure, and an ancient Herter's beam balance scale. I still use all of those, although I have a bunch more equipment now.
As an experienced reloader, if I lost all my equipment in a flood or something I would get a Dillon SDB and a Forster CoAx -- and Lee dies for *everything* even though I'd also need Dillon dies for the SDB. And I might want to add a Redding or RCBS specialty die or two for the rifle cartridges.
"The only way to stop a bad guy with a gun is with a good guy with a gun"