Welcome to the forums and congrats on your new Montana purchase.
I am on the opposite side of the coin, in the fact I had a very slow learning transition from travel trailer to fifth wheel towing and backing. I'd been a travel trailer, bumper pull trailer all my life .... 63 years at that point. Then we purchased a 41 foot fifth wheel, towing with the same truck. And it took a year of towing, backing and turning before I had the "Ah-ha!" moment and started getting it right.
Hitching WAS NOT easier for me with a fifth wheel. I had an Equal-i-zer 4 point weight distribution hitch with my previous Outback travel trailer and it was so simple to hitch. Pulling with a one ton dually long bed crew cab was absolutely flawless.
When getting the fifth wheel, I had multiple obstacles to over come. First was being able to reach over the bed rails of my pick up truck to reach the release lever for the fifth wheel jaws. At my age, climbing on the tire or jumping and shimming over the bed side was impossible. I ended up getting a 4 foot step ladder that stays permanently in the bed of the truck now. It also makes it easer getting in and out of the bed from the tail gate also. It was also absolutely impossible to attach the break-away cable to anything without that ladder. Problem solved. Once I started using the ladder, I adjusted pretty quick to that.
The next problem was backing up and turning into a campsite. I practiced in an open parking lot several times. I used cones to try to navigate around and make markers for pivot points. I practiced and practiced.
I had a horrible time backing into my own driveway. Unbelievable as that may sound. We live in the country and you'd think there would be no problem. But I had obstacles and no two times in a row could I get it the same. I'd either end up with the front of the truck in the ditch across the road, or the trailer tires were in the grass leaving ruts 5 inches deep. And it didn't which way I came in to back, right or left, I had a mail box and a telephone pole across the road that could not be avoided. Ruts in the yard or smack the mail box off were the options.
We ended up widening the end of the drive way to allow the trailer tires to track when backing without getting in the grass, causing side skidding on the tires, or hitting the mail box. I never had this problem with the pivot point on any bumper pull trailer I ever had. Once the drive way was widened, I never had problems again.
Here's a photo of the drive way showing the outline of the original and the "wings" we had added on to make the end wider.
The thing I DO NOT like about towing a fifth wheel, that was NEVER a problem or concern towing a bumper pull trailer of any type, is the opposite twist between trailer and tow vehicle. I never realized how much the vehicle and trailer could be tilted opposite directions with no affect, especially when turning on hills and dips.
With a fifth wheel, you always have to be aware of the clearance between the bed rails and the bottom of the trailer, which actually made contact and cracked the fiberglass on the underside of the trailer once. There are some exits and some entrances I simply WILL not attempt to enter if the dip is too much now. With a bumper pull, there was NEVER an issue.
Towing a fifth wheel easier ..... NO! It's not. There is a LOT more you have to be aware of that you don't with a bumper pull trailer.
And as far as a "better" tow itself. No, a fifth wheel is not necessarily a better tow than an travel trailer IF the tow vehicle is the right tow vehicle and not under par. With the right hitch, and the right truck, they tow flawless. Too many try to tow with inferior trucks for their trailers. There is where the difference is. If the truck is right, both tow equally nice. And mine always did, and do.
You will have a learning curve, but you WILL figure it out and it WILL get better over some practice and time. But don't be dismayed when you find yourself frustrated at first when you hear everyone else say, "Oh it's so much easier and better than a bumper pull trailer." You have to learn it at your own pace. And it's not easier at first.
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