I have a 2013 F350 and have had a lot of trouble getting the connection as well. My son seems to never be able to plug in the connector and have it work. I wipe it in and out several times and can then get it to connect. I've never had any problem with it staying connected, once it is recognized, but I really don't like the feel of the Ford connector. The Silverado I previously had never had this problem, and the connector seemed to be much tighter.
2010 Rockwood 8280WS Fifth Wheel
2013 F350 Crew Cab SRW, Standard Bed PS Diesel
Reese Airborne Pin Box, Reese 16K Manual Slider
Camped 28 Days in 2012, 23 Days in 2013, 29 Days in 2014, 30 Days in 2015, 9 Days in 2016