Nah not really thats how they are taught to block and in the trenches where he will be blocking this will not get flagged as long as he doesnt continue to hold when the defender makes a move to get free. Thats pretty sound technique, i would like to see his hands on the inside though.
That is not sound technique, like you said you want the hands inside. He is a TE so he wont get away with it like the interior linemen do. I know he can briefly have his hands outside but you can see hes grabbing cloth which is close to the first thing you are taught not to do.