Thanks for the suggestions folks. Here's what we did to repair:
We took a dremel and drilled the hole a bit bigger at the roof, through the OSB sheeting (about 3/8" total diameter). As I suspected, the bit broke off above the rafter, so we were able to get a pair of needle nose pliers on it. It was jammed well enough that the needle nose pliers bent before the bit came free, so we expanded the hole a little more (to about 1/2") and got a pair of high leverage pliers on the end, and it popped right out. Finished drilling the hole with a new bit (and a lot more caution), filled the entire 1/2" hole with sealant, put a double loop of sealant on the flashing, and set the mount.
Here's a couple pics, in case they're useful to anyone in the future:
IMG_20170415_114150.jpg
IMG_20170415_114254.jpg
IMG_20170415_120248.jpg
We took a dremel and drilled the hole a bit bigger at the roof, through the OSB sheeting (about 3/8" total diameter). As I suspected, the bit broke off above the rafter, so we were able to get a pair of needle nose pliers on it. It was jammed well enough that the needle nose pliers bent before the bit came free, so we expanded the hole a little more (to about 1/2") and got a pair of high leverage pliers on the end, and it popped right out. Finished drilling the hole with a new bit (and a lot more caution), filled the entire 1/2" hole with sealant, put a double loop of sealant on the flashing, and set the mount.
Here's a couple pics, in case they're useful to anyone in the future:
IMG_20170415_114150.jpg
IMG_20170415_114254.jpg
IMG_20170415_120248.jpg
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