What does the opposite side look like? I assume it isn't as bad as the side pictured. It looks to me like the wrinkled side needs to be pulled tighter toward the front, but it's impossible to tell just from pictures.
Oh, BTW, that taking the trim stick off 8 times and trying again is why I don't staple the well on the back of the trim sticks. It just gets in the way. Is there a top installer anywhere near you, Brian? It may be worth your while to have a pro look at it.
No one lives forever, the trick is creating something that will.