As others have said, objectively speaking you're in the top 0.25% or so of the world's population by income; the global median income is only around $1,300 a ye

As others have said, objectively speaking you're in the top 0.25% or so of the world's population by income; the global median income is only around $1,300 a year. So objectively speaking you're doing well. Relatively speaking, though, you seem to feel you're not. In terms of dating, it's a matter of supply and demand. There is a glut of men (114:100 ratio) between 20 and 44 years old relative to women in San Jose: http://sanfrancisco.cbslocal.com/2014/10/04/man-jose-san-jose-named-nations-best-spot-for-women-seeking-eligible-bachelors-single-women-men-employed-pew-research-center-silicon-valley/ http://sanfrancisco.cbslocal.com/2014/10/04/man-jose-san-jos... So women can be more selective. You can change this by improving your own desirability, as others in this thread have suggested, or by moving to a place with a less lopsided gender ratio. Neither is trivial but it sounds like it's worth doing given how unhappy you say you are.