Oakie, I think you have it right. Get a trimmer system before a tumbler. The first is a neccessity, the second is a luxery. And get a debur/chamfer tool to go with any trimmer.
A case trimmer can be the simple but excellant Lee tool or a hand operated lathe type from Lyman, Forster, RCBS, Wilson, etc. All are good. Higher cost means a little less hassel in use but there isn't much difference in effectiveness between any of them.
A powder measure is a powder measure, there's not a lot of difference between any of them either. IF you already have a Uniflow, just get a micrometer head for it. IF not, get a Redding or Hornady measure that includes the micrometer head to start with. And get a measure stand so you can mount the thing somewhere other than on your press. You will also need a powder dribbler to trickle-up dropped charges, the Redding trickler seems to be the heaviest and I think that makes their's the best. (I made my trickler, weighs three pounds and IT'S the BEST but it's not for sale!
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You really need a reasonably accurate way to measure things. A micrometer reading in tenths AND a 6" steel dial caliper make a great combo but you can do quite well with just the caliper. All the calipers sold by our various reloading companies seem to come from the same plant in China so don't over spend. MidwayUSA has them on sale from time to time for maybe $20 and Harbor Freight Tools frequently sells the same ones for as little as $12!
Don't get caught up in the digital fad, either calipers or scales. Stick with simple dial calipers and beam scales for the best, longest lived tools. And we DON'T need any powder scale check weights either, all we need from our powder scale is absolute repeatability, not absolute accuracy to .1 grain and any of them can do that, easily.
Some way to measure how you are case sizing and bullet seating is also an excellant idea. Both the RCBS Precision Case Mic and Stoney Point/Hornady case/OAL tools do well for me but I prefer the Mic. But, I do NOT like the Mic's dummy cartridge that is supposed to be used to find the bullet seating depth to the lands tho!
A chronograph is an excellant toy and I love mine but it's NOT a necessity! Many of us feel that we just couldn't live without one but almost all of us did quite well, for a long time, without them,!
Depending on what you are shooting, and in what volume, you may want a neck turning device to help improve your cases. I have two types and have tried three others. My favorite for both ease of use and minimal cost is the Forster Hand Held Turner (HOT 100). It has a cabide cutter that's micro adjustable, making it as good as any and better than some competetor's models.