Our characters start as adults, an adult without a job in medieval times is, well dead. Or royalty.
lol, he makes a good point.
It wasn't rare for kids to work as young as 7, and the job they had would be with them for sometimes a decade, so he might be working on the farm till he was 17.
There is really no reason to be open minded about promotions, so i wouldn't be surprised if he worked one job his whole life.
But yea, being 20 or 30, and having to look for a job.... let's just say employment rates arn't high.

~~Datruth