He actually believed that spending 2 years in art college, ART college, would land him any kind of job and was then surprised that all he could get was low level part time McJobs?
The people who get design jobs have portfolios of work they can show to demonstrate that they can do the job.
Has he ever demonstrated that he has any artistic or design skills whatsoever? Or has he always got other people to contribute their work instead?
When you're in your 20's you can get away with lack of career experience and skills. As you get older, there are fewer potential jobs for someone with a clear history of being work-shy and an ever increasing pool of young talent that can be given those opportunities instead.
Still incredible that someone who relied on his "activism" so much was so careless with his support and trashed it all. Such an entitled attitude.