Being a software geek in the Silicon Valley isn't too bad.
You can monitor the San Francisco Bay winds on iKitesurf.com
while you work (and watch the windsock and activity on launch at
the local paragliding site on a webcam with a 180x zoom lens.)
If it all comes together somewhere you just go play then do the
work some other time. Flexitime is a way of life here.
It also helps that salaries are so obscenely inflated after
the 'dot.com' boom (at least in those companies that survived
the subsequent 'dot.com' crash) that that after tax and living
expenses you have enough left to buy a new kite and board
It has its downsides, though; it's a bit too far to the Sierra's
(about 4 hours drive) to shoot off for the afternoon for
kitesnowboarding (unless you have a plane) so you can
only do that at weekends during the snow season (about
5-6 month a year) , and even though the Bay Area kitesurfing
sites are quite close traffic can be a bitch in the afternoon if
you don't get on the road before 2pm.