FIRST, STOP TROUBLESHOOTING ON THAT END OF THE PLUG. It's seldom the issue. Go under the vehicle, look at the BACK of that plug. You'll find a "truck harness to trailer connector" plug there. Disconnect it, clean the contacts, apply a quality di-electric compound, reassemble that plug and make sure it has secure contact. Then clean the contacts that are in your photo, clean those on the trailer umbilical, apply that same di-electric compound to both, then try the "truck's warning system" again...
Keep in mind that in some models that GM produced, there's a "light monitor system" that warns of burned bulbs through the dash, not just with a "quick flashing bulb"... On trucks equipped with the "light monitor system" (I'm not sure what they called it).. anyway, on trucks with that system, you'll get a "trailer connected" signal, followed by a "check trailer connection" signal (as the computer compares light bulbs for continuity) followed by a "trailer connected" that will extinguish after about 5-10 seconds...
So, if your truck is a "high end model" with lots of options, you may have that "monitor system" and the sequence above is "considered normal". It's not the same "dash lights" that you'll see in a "low end model" with a OEM TBIC.
Anyway, clean/lube the plug BEHIND the visible connector, hopefully the rest will fall into place.
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John
2015 F250 6.7l 4x4
2014 Cougar X Lite 27RKS
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