What I would say is rather than trim old stuff indiscriminately, focus on what it is you want to do (or what is relevant to the position you are applying for) and remove stuff you've done but don't want to do again (I've done COBOL programming but I've NEVER put that fact on a resume). Resumes do not need to be exhaustive lists of everything you've ever done.
I would suggest applying for university IT jobs. Their salaries will pale compared to what SV pays, but you will be able to live, the hours are sane, the work environment tends to be decent, the benefits tend to be excellent, and if you are at least moderately competent and ethical you're unlikely to get fired.
I would suggest applying for university IT jobs. Their salaries will pale compared to what SV pays, but you will be able to live, the hours are sane, the work environment tends to be decent, the benefits tend to be excellent, and if you are at least moderately competent and ethical you're unlikely to get fired.
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