I started the digital adventure using Picture Window because I hated the incomprehensible complexity of Photoshop v6.01 :-).
Then I started using raw, and the only things available were terrible raw convertors from the camera manufacturers.
When 3rd party convertors became available I used a neat package that had no drop down windows whose name I forget which eventually got swallowed up into another package, so I switched to Bibble. I stayed with Bibble all through the interminable wait for v5 (which later got rebranded as Aftershot) then switched to LR when they were running the free beta programme.
I like LR and would still be using it now, if it weren't for the damnable subscription model. It's not so much the subs model that bothers me, but the way they operate it. If you decide to stop subscribing they should stop you importing but let you continue to edit your existing photos in perpetuity. The decision to chop of edit access to all those back catalogue of edit stacks that can't be exported to another program, just seems too much like holding your raw edits hostage to me. And the more files you have, the more work they hold hostage.
So currently running Ubuntu/darktable for new stuff, and win/LR 6.14 perpetual for older stuff in a dual boot config.
I really like darktable. It's gradually grown into an excellent program. Perhaps confusing for beginners, it can take a long while to figure out an effective workflow. But once you get there it's very powerful. In some respects it's almost like a blend of LR and Photoshop for some functions. The masking is great, as is the ability to re-use multiple instances of a processing module with separate masks. Kind of a bit like using PS layers in a raw environment.