What are your axle and tire ratings? You can upgrade tires and add bags but do keep in mind you're dealing with a half ton with a semi-floating 5 lug axle, not a de-rated 3/4 ton. It would also help if you used a lightweight hitch like an Andersen Ultimate. The conservative answer here is always to assume 20-25% of the trailer's GVWR will be on the pin but I don't think that's necessarily an accurate assumption in all cases for all people.
If you're going to be pushing the truck with a trailer on the high end weight-wise, I do think you'll get a better towing experience with a fifth wheel versus a bumper pull. Provided you have the axle rating to carry the pin, that is.