It appears he's got the shepherds pole in backwards. The end with the hole should be at the end that curves, and it attaches up at the trailer wall. The long straight end goes on the black peg. My Roo did not have a hole on the long straight end that went on the black peg.
On the other hand, I don't see how you could ever hook it up backwards.
1988 Coleman Sequoia - popup (1987-2007)
2012 Roo19 - hybid (2012-2015)
2016 Mini Lite 2503S - tt (2015 - ???)
2011 Traverse LT, 3.6L, FWD
2009 Silverado Ext Cab, 5.3L, 4x4, 3.73
2016 Silverado 2500HD Dbl Cab, 6.0L 4x4, 4.10