at the dance Henry is wearing a nice straw hat. Later that night when he is saying good night to Jessie he is in his old felt hat.
Jessie tells Henry she never hired anyone who smokes. And yet Chad clearly is seen smoking and appears to have been a long time smoker.
Henry at the line shack, getting wood for the stove, and his horse is left tied with a bit in his mouth. A cowboy would not do that.
When Jim leaves at the end of the season he opens the gate and then drives through without closing the gate. No ranch hand, even on a dude ranch would open a gate without closing it.