Proper insulation around doors other than caulk?
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Is there a video about proper insulation around doors other than caulk
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https://www.youtube.com/watch?v=0aRx6btsWcI
https://www.youtube.com/watch?v=Etu9tk2fpk0
Weatherstripping or foam insulation
You can purchase the foam insulation in a spray can. Read the instructions on the can and you will solve your problem.
If you can remove or losen The trim, you can use the spray foam stuff. A little goes a long way. Spray a dollop on paper to see what I mean. Works well.