@Jay585 yep that thing! The pick up tubes are not bad to use once you get the hang of them, I have been able to fill them in under 90 seconds now( the first few times I used them they were pretty stiff)
I load 9mm, .40S&W, and some .45ACP I don't know any thing about the quirks of rifle or revolver stuff.
Dies - I started with a RCBS 3 die carbide set, but that has changed over time. My current line up: Lee U-resizing die, dillion powder die/funnel, RCBS seat/crimp die(adjusted so it doesn't crimp) and finally Lee factory crimp die.
If you want to keep thing simple, just get any 3 carbide die set from Dillion, Lee, RCBS. I really don't think there is a whole lot of difference other than brand specific gimmicks or niche requirements
Carbide dies are worth it. Smoother to use, less maintenance, my RCBS resize die had over 65,000 uses before I buggered it on a piece of some European range brass.
My case prep, is to wash everything in warm soapy water, to get the mud and small rocks out. Dry for at least over night, maybe a day or two depending on weather before putting it in a 5 gal pale.
I went years without ever using a tumbler until someone gave me a Lyman Turbo 1200. It makes them shiny, maybe helps with feeding and extraction, but I never had issues either way.
Prior to loading I do spray my brass with some "Hornady one shot", in theory carbide dies don't need lube, but it does make loading easier.
Pistol ammo doesn't need to be trimmed, unlike rifle's, the brass tends to get shorter if anything.
Is a scale necessary YES A Powder scale that measures in grains is a must for setting up you powder measure, and verifying it.
A set of calipers is also a good buy. A Lyman digital caliper or something like it runs around $50-$60
A case gauge does not need to be a early purchase, case gauges are a nice convenience compared to pulling your barrels to check rounds.
If you are planning on loading any kind of significant volume I would recommend getting the shok-bottle hundo from Benstoegerproshop
The single and and 4-7 hole type gauges are also good for ammo that you load less often.