Ask HN: Career Advice for a Graphic Designer?

I'm a Product/ux/ui Designer w/ 10+yrs of experience consulting for 25+ startups.

My friend Dan is in his late 40s and has worked as a Graphic Designer - primarily for print and labeling - for the last 20ish years.

He's asked me for advice on what to do with his career - but I am not convinced that he has the (a) time, (b) focus, and (c) energy to break into ux/ui. I do think he's smart enough, but he's got a mortgage, child support, etc & needs to continue to earn income.

There are no/few opportunities for work in his space in Portland, ME at the moment. He was previously making $70k which is well above the average in that area.

Wondering if any HNers have seen folks like Dan use their slightly-oldschool Graphic Design skills in interesting/profitable ways.

Cheers