Different people learn social skills differently. For me they were incredibly hard to learn, but my life improved so much with each bit that learning each bit motivated me to learn the next. Now nobody can believe I was ever not outgoing.
Saying "I'm X" doesn't mean you have to be X forever. But putting it that way reinforces your X-ness. Some people say shyness is like gayness, something your born with. I haven't observed that to be the case, not that I've researched it.
To me the problem with being shy isn't that others look down on it. It's that it prevents you from solving many problems. Most of life's hardest problems as well as greatest solutions are social.
Saying "I like being shy"... well, everyone likes being shy sometimes. But I doubt anyone who also knows a million other ways of being would prefer losing everything but shyness. Do you like having no option other than being shy?
To anyone who says you can't learn social and emotional management skills to overcome shyness, that wasn't the case with me or others I know. You can say those cases are anecdotal, but so is yours.