I have posted this on several on these threads now. Mrs Woodbutcher was the first to state that maybe he was out paddling one of the Obama daughters.
The Mr & Mrs Obama were out and came back to find the chef and the older daughter doing a little late night paddling.
Barry and the Chef got into it. The maybe the chef(a big guy) got the better of Barry and the SS guys had to jump in.
This makes sense when they said that the Obamas were away from the estate. They were originally(maybe). Came home and found the two skinny dipping, etc. Barry and Mooch were protecting their daughter.
This also would explain why both daughters took the next flight off the island the following day(or same day).
Just another theory to consider
“Absolute Power”