Over the years I have towed with various different truck trailer combinations, but I will say I do like a goose neck trailer the best by far. And I actually find them easier to hook up than a bumper pull. It takes getting used to if you have been hitching up a bumper pull, but you will find it just easy or easier with a gooseneck as well.
I also feel much more confident pulling a gooseneck when I am really pushing the line with how much weight I have got loaded. It is easier to pull a an overloaded gooseneck than it is an overloaded bumper pull in my experience.
Like someone else mentioned, a gooseneck is so handy for turning around. I can turn a gooseneck a round in half the space of a bumper bull. If I am mindful of tires and axles(and cab/back window) I can get up under it and push the nose any where I want.
As a side note, last month I bought a dually pickup. Even though I love my 1 ton single rear wheel pickups for the mud and snow as ranch trucks I am loving the dually for towing down the pavement. But my trailer is a little bigger than what I think you are looking at so that may not be an issue. And I towed the same trailer with a single rear wheel with no problems, but I can tell the difference. So if you decide to rethink your truck choice, the terrian and load you are towing should obviously be considered.
I think the main thing is to get what you want, don't get in a big hurry to buy and sacrifice what you need in a truck or trailer. You'll find what you need.
I DON'T LEAD 'EM AND FEED 'EM, I RIDE 'EM AND SLIDE 'EM.