u/ConQuestador747

I recently replaced the weather stripping on my 20 year old home. There is an obvious strip of light coming through on the door handle side of about 80% of door length from bottom to top.

Is this happening because the door frame isn’t square? Top of door, hinge side, and bottom is fine.
When I look at the weather stripping it looks like the stripping isn’t compressed on the door handle side like the other sides. I can’t press in the door anymore than it allows to compress the stripping.

Does anyone have any recommendations on how I should fill this gap?