Are you over tightening? My wife over tightens like mad, I worry she will cut off her circulation. Are you pulling the back of the headset low on your head so it cups the lower part of your skull?
Following VR subreddits, I have noticed that some people posting pics do not do enough preperation with putting the headset on and getting it perfect. When I got the PSVR I spent a good amount of time trying differing positions because I have never had a headset that I have been happy with comfort wise. My Quest 2 is modded to hell, all in the name of getting it as comfortable as possible.
I also have a velcro strap that I use to take some weight on the top of my head as that is where I prefer the weight to be.
Something like this
Not sure if im overly happy with it though.