I have a 2017 Eagle 330RSTS (basically the same trailer) and to get my DirecTV to work, I had to hook the feed from my dish to the Aux/Sat2 connector (bottom one of the 3 available). The rest of your setup sounds correct (connector inside to PI, then out of PI to receiver. I also got nothing initially when I connected to the Sat connection (top one of the 3 available). Also, make sure you have the TV set to the proper HDMI input (if more than one).
I suppose it is also possible that the cable input was connected to the sat connector plate inside, so you might try that as well just in case.
Otherwise, there may be a loose connection or other issue with the wiring from the factory that a continuity check mentioned previously, would be my next step.
I have a suspicion that my trailer is just miswired and when I have time, I will get under the bathroom sink (where the docking station stuff is connected to the outside panel) and figure it all out and get things attached where they should be.
HTH
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2018 GMC Sierra 3500HD Denali 4WD LB SRW 6.6L Duramax
2017 Jayco Eagle 330RSTS
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