If the new trailer allows the keel roller at the rear crossmember to be in contact with the boat keel when the boat is loaded on the trailer, then that keel roller should be carrying some portion of the load of the boat weight. Exactly what proportion I don't know.
Also, I would, if the trailer permits, use a set of two rollers on the cross members. Installing two keel rollers, one on each side of the crossmember, will actually make the mounting simpler: just straight standard machine screw fasteners ("bolt") can be used, with the brackets for the each keel roller providing the surface the screw head and nut will bear on. This is simpler to rig than using U-bolts, and gives better support.
The problem I have found in two instances of classic Boston Whaler boat hulls on trailers: the rear cross member is too low to allow the keel roller to be mounted high enough that it will be tall enough to reach the keel.
What usually happens is the trailer fenders will limit how low the boat can sit on the trailer; on boats with a beam that is too wide to fit between the fenders can then only be rigged on the trailer as low as the fenders permit. The chine line ends up being about an inch above the fenders. This puts the keel rather high above the crossmembers, particularly if the crossmembers are not just straight sections. Many trailers have rear cross members that are bent or arched downward to provide more clearance with the boat keel. That means the keel rollers have to be mounted very high on the trailer cross member to be able to bear on the keel.
I haven't looked at OUTRAGE 18 hulls on trailers, but I think the beam will likely be too wide to fit between the fenders.
In order to raise the keel rollers, the best approach is to drill holes through the crossmember for the bottom mounting bolt. The holes should be drilled exactly in the vertical center of the crossmember to minimize the effect of the hole weakening the strength of the crossmember.
Here is a trailer fitted with keel rollers for an 18-foot hull, although the boat model is called an OUTRAGE 19 II.

As can be seen (above) the trailer uses straight crossmembers. The keel rollers are installed in pairs, except the very elevated roller near the bow stem. Somewhat hard to see in the muddy spring river water, there are a pair of rollers on the rear crossmember that are submerged. By the way, I remember this afternoon of boating. It was early in the season, thus the river was flowing with more current than usual and was muddy as can be seen. Loading the boat took several attempts because the boat tended to swing out of alignment due to the current. Also, attaching the winch strap to the bow eye took a very careful trip out onto the trailer frame.