Nothing about "obsession" or a badge of honor, it's just easier. Fighting for overhead space? The status that goes with frequent travel means this is never an issue for most of us. Buy a sweatshirt? Why - pack what you need. Wear clothes that need to be laundered? Does back-checking come with laundry service? I pack what I need. For our recent 10 day vacation, we checked 2 bags. But for business travel, my roller can easily hold a week's clothes with no problem at all.
As noted, I don't have to wait for bags, go without a lost bag for a day (or more), can't change flights (I had to stay overnight in CLT just last night coming back from vacation because I had checked a bag and couldn't hop on a direct flight when my connection was delayed).
Not "impressive", no need for "cramming", etc. I'm fine with everyone making their own choice. You seem to be the one with the derogatory comments to those making a different choice.