Had a Lee Classic Turret Press for years. It was OK and much better than the Pacific that my dad and I loaded on back in the 60's.
My neighbor had a Dillon XL550 and liked the CSS from Dillon plus the ease at which it ran. I've probably run 30k rounds through my old Lee press but a year ago I bought an XL750, then of course all of the mod stuff.
It's like the small block Chevy of progressive presses, well supported and many before us have it tweaked. True to form the 750 runs like a dream. A few quirks to iron out but pretty easy to solve.
The conversion kits can be expensive however I made a cheat sheet of all the calibers that I reload (357 Mag, 308, 223, 300BO, 45 Auto, 40S&W and 9mm). Dillon makes it easy to cross reference
https://dilloncdn.com/docs/caliberconversioncharts/xl650-caliber-conversion-chart.pdf
Then I bought empty Dillon Caliber Conversion boxes and just put the case plates in them. Then I cross referenced and with a label maker stuck labels on them like Station 1 Locator from .223 caliber, shell plate from x caliber, locator buttons from kit x, CF Body Bushing from Kit x and so on. This way I didn't have to buy complete conversion kits, just the items that were unique.
Dillon dies are very nice, so is a case feeder. The only thing I bought that I don't use is a bullet feeder. My choice is bullet feeder or powder check. I opted for the powder check.
Pretty much you should go with what you know best and is easiest for you.
Personally I'd wait until this latest thing has blown over, maybe 8 to 10 months. Then the market should be full of slightly used presses by then.
Slightly used because people that got into it late couldn't find powder and\or primers.