Functionally, not really. I can get my work done on anything from FVWM to GNOME without a hitch.
Aesthetically, very much. The Chicago95 theme sparks joy and makes work just a bit more enjoyable. KDE and GNOME might have more creature comforts, but I will happily tolerate XFCE because it works well with Chicago95. I don't even do fresh installs anymore because of the time it takes for me to configure the visual style just right. I'll instead image from an install I've prepared on a VM.