When Boss's Chauffeur dies, its second ability and its persist ability trigger.
Resolve the persist trigger, returning Boss's Chauffeur to the battlefield from your graveyard with at least one +1/+1 counter due to its ability.
Resolve the second Boss's Chauffeur trigger, creating a number of 1/1 Citizen creature tokens equal to the number of +1/+1 counters that were on Boss's Chauffeur when it died.