Stick or Post Frame Shop

If possible Ddickey, use a long drill bit to go all the way through the wall, but be careful of "catching" the insulation and wadding it up around the bit. Once you have the small hole, then come back and drill through the inner wall with the hole saw, then go on the outside and use the small hole you just made with pilot bit for the hole saw placement. Whatever you do, don't run the hole saw all the way through the wall, that will spell disaster. Also, make sure there is a slight downward angle to your hole (5 degrees or so) to ensure outside moisture will run away from the outside wall. Caulk on both inside and outside wall penetrations and you should be good to go.
 
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