Not savvy enough to comment on length of truck bed, but I have a 2018 Silverado 1500 crew cab with the box that would be considered “standard” - I believe it’s 5’3” as per the spec sheet on the truck. I’ve never had a problem with the turning radius with my gooseneck. I love backing it up, it’s incredible how much easier it is than our bp dump trailer.
My hitch is probably considered “old school”. It’s two rails that are bolted into the frame that a plate with the ball gets put onto, held in with pins. I’ve had this hitch through two trucks, so 8 years now, and we’ve really only pulled the ball out a couple times. The rails prevent my bed from being truly flat, but the rails aren’t very high and I’ve never had a problem. I can grab a picture this afternoon of what it looks like if you’re interested.
A good friend bought a GN, and had a different style of hitch put in. In theory it’s super slick - it has a pin you pull from underneath the wheel well to remove the entire ball to which you get your flat truck bed back. My husband was even eying up changing out our hitch to that style. However, the dealership that installed this hitch was very clear to her that the ball can’t be left installed for a length of time or else it will get seized in place and be impossible to remove. I personally don’t want to have to add another step (install ball) every time I trailer, even though it is a relatively quick step, and because of that we’ll just keep our current set up.
To note about a toolbox or ladder rack for your truck, I can’t imagine anything fitting when you have your trailer attached, but maybe someone else has a recommendation that will help.
And lastly, on a side note, have a good thought about what sort of tonneau cover you’ll put on the truck. I was very against getting the very popular trifold style because I still wanted to see out my back window and not have to fully remove the cover everytime I hauled. I ended up with a roll up style that works well.