Idk much about diabetes, but if he's thinking about leaving his current carrier and going to another that will most likely require a new physical. Lying on that form is a rabbit hole nobody should go down.
Dollar general accounts are a lot of physical labor. You're unloading that trailer by yourself and pulling it into the stores. If your friend isn't in the best of health, that physical work may be too much.
Closer to home doesn't always mean more home time.. your commute home counts as part of your 10 hour break. If you work a 14 hour day and it takes you half an hour to get home and half an hour to get to work, that leaves you 9 hours to eat, sleep, shower and wind down.