[tacostakohashi]

Maybe... what I have cobbled together / used myself for years:

* an XML file with all of my contact information, job history, skills, etc.

* a template/build system that can build PDF / html / MS word versions from that.

* the build system understands "profiles" and builds custom variations of the content for every profile.

For example, maybe I am looking for jobs in a few different locations / industries, my XML has phone numbers/addresses for, say, USA and Australia and Singapore, and I have some "business" jobs I leave off if I'm apply for a pure development role, and some low-level skills I'd leave off for a team lead role, etc.

In my case, it's just XML + XSLT + wkhtmltopdf + Make which does the job, but someone could do a much nicer job.