Are you a reloader now? I assume so since your list of things you'd need to get did not include things like the press, scale.
If you have the basic stuff, it's a pretty small incremental investment, as you know. I think it'll come down to 1/ do you find the process enjoyable and 2/ what sort of time do you have available and 3/ what sort of payback do you consider reasonable.
I'm assuming, of course, that there is a payback. If you load you probably have encountered firsthand that most reloaders do not save total $. We save a lot (depending on the caliber) in $/round, but the shooting volume for reloaders tends to go up. So we're shooting more, but not saving on actual dollars spent.
For me I'd load 9mm even if I didn't save any money. I enjoy any loading as much as I like shooting. And after having my own custom ammunition at the range, I kind of can't conceive of having factory stuff, if I'm able to load it myself. And fortunately, I'm recently retired, so I have available time to load however much I want to shoot.
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