Waltorious: The original questions about this jump were using the original, classic version of the game. Since then, the developers released Outcast 1.1, which adds higher resolution support and other fixes to help it run on modern systems. I am curious if there are still problems with this jump in version 1.1, or if they are fixed. Does anyone know? I have not tried version 1.1 myself yet.
r1d2: I had no problem with the lighthouse.
I did have the very same problem with OC 1.1, so apparently they didn't fix it.
I finally managed to reach the upper platform by pressing crawl (left controller stick) mid-air, expecting Cutter to grab onto the ledge. He didn't, but instead all of a sudden was laying on the lighthouse platform in crawling stance.
So that's a possible way to do that jump, but I guess I just had a lot of luck.