There is a certain amount of flex that occurs with any metal structure. If it didn't flex, it would destroy itself when being towed over the road. That said, there have been a few reports on the forum about broken welds in the pinbox area which caused damage (cracked fiberglass) to the sidewall system. The damage was reported at the corners of the bedroom slideout, typically on the forward lower corner of the framing for the slideout.
Possibly you could measure from the front corner of the lower part of your trailer to the most forward part of the overhang (on the side of your RV) with it unhitched, sitting on the landing gear, then hitch it to your tow truck, raise the landing gear and remeasure that same space. Be sure to mark both spots so you know you're measuring the same space. If there's any significant difference, you may have excessive flex from a broken weld or from some other abnormal problem.
Also, from your description, where you say the pinbox "sags" into the frame. If you have an air cushion pinbox, there's going to be some "cushioning" as weight is placed on the pinbox, That is how the structure inside the pinbox "absorbs" the vibrations during towing. So depending on the type of pinbox you have, it may be normal.
If you're unsure, then I'd urge you to discuss it with your dealership service department.
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John
2015 F250 6.7l 4x4
2014 Cougar X Lite 27RKS
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