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3rd Gen Ram Tech2002-2008 Rams: This section is for TECHNICAL discussions only, that involve the 2002 through 2008 Rams Rams. For any non-tech discussions, please direct your attention to the "General discussion/NON-tech" sub sections.
I tow a 33' TT that weighs 7500 loaded. Even with the Hemi and lots of mods I would not go any bigger as you are starting to get close to the max combined weight. If you are doing a short trip and it is very infrequent then it might be okay. What is the tongue weight for that particular trailer?