Cold. You can easily recover from a cold within a few days but the flu turns you into a vegetable for a week.
WTR part with your thumbs or lose your memory from the past 5 years.
Re-incarnated. Every time your born you get to experience something different, you could be a great book writer in one life and then a drug lord in another. The possibilities are endless!
WYR be deaf or be blind.
I would drown.
WYR prevent a natural disaster bound to destroy 3/4 of the human race (About 6 billion people) OR prevent Earth from being destroyed in 5,000 years.
Guitar. I somewhat know about guitars.
WYR live without any type of human advancement in technology (tools, books, etc.) or be in a coma for 2.5 years.