I launch and retrieve by myself. every weekend. Sometimes more than once. Boat fully loaded.
My last boat a 1750 Fish Hawk had a roller trailer. Slick, easy, even a Beach Ramp that is very shallow (to a point where the truck is backed in to about the cab).
Load Guides would have helped with wind, but I could launch and park the truck in 2-3 minutes.
The New boat, a 20' Hewescraft came with Bunks. Heavier, Bigger, Longer, but with Load Guides. I thought I would need to swap for Rollers. So far not an issue. Back in until the Bunks get wet, pull up a little, unhook and push the boat off. The plastic slides help, but the entire bunk has to be wet.
Even the shallow ramp, I have to get Knee Deep to get to the tongue or climb over the box, but it still loads and unloads within 3 minutes.
That said, I would go right to the transom (where the weight is) Plastic runners are a Must, Once they are set up correctly, keep movement to a minimal. Snug the bunks in place.