This 100%. I've been looking at the insulation kits and will install them.

Definitely didn't use a clear caulk. I'm able to pass a putty knife through to the other side. Yeah I know the pov/depth seems weird but it's just a view from the top of the door. I posted a wider shot for less confusion.

The only air coming out on the top is where the door gasket is not reaching the drywall. I'm 100% sure that the issue is a combination of air coming in through the door as well as the siding of the building.

I'll have to give that adjustment a try. Thanks

I will need to google down-limit. Anything that has to do with adjusting a garage door freaks me out bc of that spring. What's odd is that the weather strip thats on there doesn't make full contact. There are also tons of cracks alongside the door that I will fill with caulk.

Your idea about doublesided carpet tape is brilliant! Thank you!

Much appreciated. I'm still not sure why they carved that old drywall out. The gasket on the top of the door is making 90% contact but lets a lot of sunlight in so I'm at a loss on how to block that 1/16th of an inch properly without obstructing the door. I found two large holes leading to outside that I have filled with foam spray. I appreciate you taking a look!

Much appreciated. I am still confused as to why they sheared off so much of the old drywall. Thanks for the tips!