Glass on the tail area

Greetings,

I noticed that the glassing in the tail area of my 2 swallow tail/ fish like boards seem soft when pressing down with my thumb. A friend mentioned that in fish like boards, the tail area is probably the weakest part. Should i worry about the softness of the area? or will it be fine?

I got a ding on one of the tips, i sanded down and left it to dry. When i pressed down on the area today, it seems that the area keeps cracking and cracking, should i stop peeling of the ding and just seal it? Does the glass keep cracking simply because the area in general is soft?

Some one please shed some light about this. Any tips or suggestions to make the area stronger or is it really just a matter of taking extra care of that area.

Thanks!