"IMO, in less than optimal conditions -- windy, rainy, cold, dehydrated, injured-but-conscious partner"
These may be the times simul-rapping is most dangerous. When you're cold, injured, rushed, panicked, and not thinking too clearly.
"I managed to get the rope stuck about thirty feet under me. I was at the anchor below, she was at the one above and I was unable to give her slack to hook up her device. I was also unable to communicate with her due to high winds and drizzle."
Simul-rapping isn't the solution to this problem. In very windy conditions the rope ends should be clipped to the harness. Additionly the rope may be belayed out by the partner above or you can just take all the rope with you. This would prevent getting the rope stuck, esp. on a "a notorious rope eater".