The energy in your post is so depressing and defeatist.

• everyone in Boston fits into 5 stereotypical buckets.

• been here 11 years have made no friends

• “so over” introductory small talk and meeting people.

• got married but it went to hell and now divorced.

• claims to make good money but one trip to Killington “nearly bankrupts” you?

The problem isn’t Boston. It’s you. Change your energy and approach and you’ll have a different result. But if you have convinced yourself Boston sucks and is full of losers and unavailable people…then do everyone a favor and move away.