I'm a long time Paint Shop Pro user, so didn't get into Photoshop until, I think, version 5.5, and then eventually version 7, which I had for a very long time. Back then I was doing a lot of web design, so I used Image Ready about as often as I used Photoshop. I think at some point back then I had Illustrator too, but didn't use it that often.
Eventually I got the CS2 Suite, and once they went to subscription, I figured that's going to be the last version of Photoshop I'll ever get, and I don't feel like I'm missing anything, though some 2D items I find at Renderosity are for CS5 or CS6, so I don't get them, because I don't know if they'll work, especially if they're in PSD format.
As far as Quark Express, the manager at the dance studio where I studied used it to publish their newsletter, but I'm not a Mac person, so preferred PageMaker's Windows version which Aldus released about 6 months or so after the Mac version. Eventually Adobe acquired Aldus (what else is new), so it probably hasn't been updated in years, because Adobe has its own InDesign program.
Adobe did the same with all my Macromedia apps as well, which didn't make me happy either.