After much soul searching I've decided to go ahead and start this bike trip after all. My ankle/leg is feeling much better and after riding over 60 miles during the past 36 hours I feel strong enough to get out on the road. I'll probably start super slow (20-30 miles a day) and try to extend it up to 50 miles a day by the second or third week.
Whether I make it to the Pacific is irrelevant at this point. What is important is that I am getting on that bike and trying my very best to get there. And if my very best turns out to be insufficient, I will just have to reach inside myself and find another way.