First a question, are you going to travel long distances pulling this 5th wheel? Most of our trips are an hour or less and the interstate we generally travel on is smooth enough that the chucking is not an issue. If traveling for a month and driving 6-8 hours a day across unfamiliar roads every week or so, I might spend the money for the upgrade.
Second, unless Pullrite changed something since we got our superglide 10 years ago, you will need a capture plate installed on the pinbox. And there are different sizes depending on the pinbox installed. I would also verify with pullrite if the superglide can be used with the flexing/rotating pinboxes you are thinking of.
Third, "the videos indicate that bumps can cause more wear to the TV and Toy hauler if I don't have some rotation or flex on the pin box." Most of these video's are made by companies trying to separate you from your money. Your towing vehicle will still feel the bump and your trailer will still feel the bumps. The suspension will be taking the brunt of the force regardless of what pinbox you have.
For once I will have to agree with your horrible salesman. (Horrible in the dealerships eyes as he is missing a chance to sell you something you may not need). Try it for a while with what is on it. You can decide then if you want to upgrade.
2021 Chevy Silverado LTZ 3500 Diesel
2022 Montana Legacy 3931FB
Pull-Rite Super Glide 4500