There is no better time than the present to get started, just like planting a tree-the best time to plant it was 20 years ago, today is the next best time.
Not sure why so many don't think the economics are a good reason to handload. It is one of the best reasons to start. I started loading in the early 80s. One of my favorite cartridges is the 44-40. IF I could find any, it ran $1.50-$2.50 a round. Stupidly expensive. Casting my own bullets, I could load the 44-40 for $0.07! And I shot a lot of it in SASS back in the day. And that is just one of a bunch of calibers that cost a fraction to shoot as a result of reloading. As you will learn, the possibility of improved accuracy is sorta the holy grail of reloading-but you will save a bunch of $$ in the search!
You do not need 3-? presses, you need 1 (you will want to find a larger press to handle the 500NE, but that same press will go all the way down to a 218 Bee). You do not need an electronic measure, a balance scale works great (better, imo). I bought a tumbler 2 weeks ago, just because I had a bunch of range brass needing to be cleaned; you don't need one reloading your once fired brass. An inexpensive dial caliper is adequate. A set of Lee dippers will work ($9 ? I think) until you can find a powder measure. All in, a starter set can be put together for less than $400. And the press is going to be the priciest piece (Redding Big Boss 2 was a little over $200 a couple weeks ago, I know 'cause I bought one. This was my 2nd press, in 38 years). A Lee trimmer is only a couple bucks or just make your own.
Primers will be the toughest thing to get your hands on. Powder, just keep your eyes open for what's on the "need" list. I use IMR4350 in my 300Win and a lot of the other calibers. You have the brass. Might find you can swap some of that 300Win brass for some primers.
One of the best things I saw mentioned was, find a mentor. Someone who will help walk you through putting some rounds together. And read. Every manual has a section on "how to". Read several.
Have fun! Great way to spend an evening, save a buck, and improve your understanding of how your peashooters work.