Strongly disagree with 2) and 3). I think you mean them as a proxy for 'become more social, make more connections, find ways to fit in a local culture', but quality of connections usually matters more than quantity. But in many circles that are likely to matter for a typical LWer 3) is likely to be useless and likely benefits of 2) are achievable without drinking or with a very modest drinking.
Lee Sedol isn't at the top of Go ratings. How would Ke Jie fare against AlphaGo? A match against the best human player would be a better test of AlphaGo capabilities.
Search for adult swimming lessons. Everyone there will be as embarrassed as you are. Or try to find swimming lessons out of town, then you won't accidentally meet people who know you.