A sales job is not for everyone. And I am guessing he is an independent contractor, which doubly sucks.
Does he have something he can do to provide an additional source of income? A guy I know is a salesperson and he has no benefits, either -- he supplements his income by renting himself out as a magician during his down time. Most of his wekends are full of kid's parties and other events where a magician is needed; he even does corporate events.
You and he need to collaborate and discuss this issue more. And health insurance is absolutely essential.
Wishing you guys luck.