I still wouldnt risk it . Best bet is to replace the trim
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I dont think thats required, I have glass tanks with broken braces at 18 high and they wont flex, if I am understanding this wood roof right it wont flex at all once liquid nailed together so there should be no risk.
just make sure u dont cut to much of the tip off the glue stick, push it deep into the hole and fill it, then with a glove or your hands if you dont mind getting a bit of glue on your fingers. rub it smooth why pushing slightly down onto the glue just to fill any small air gaps. Liquid nails wont give and if installed right should last longer then you will be alive without moving so if you do. it right I doubt theres any issue. even if you left it I doubt anything would really happen if it was over 24 tall maybe but it looks 18 also. still better to fix it but.

