Sounds like writing him a new, attractive, professional resume could be very helpful. Clearly his biggest issues are dealing with people and presenting himself.

Sounds like writing him a new, attractive, professional resume could be very helpful. Clearly his biggest issues are dealing with people and presenting himself. Side note: that he could live at all in San Francisco on that kind of income is truly impressive. At $1600 a month, rent alone is over $17000 a year.