Assuming you have the correct seal and that the mating hole is completely clean and free of any hard particles and dings/peenings in and around the opening that might prevent the seal from slipping in easily... If you have a bar of normal soap (or bar of wax), run it along the entire outside top and CVT-side edge of the seal, and smear some around the opening edge of its mating hole. Use a pair of gloves so you can get a grip on the seal to manipulate it better. I would use any kind of strong, hollow, cylinder-shaped thing that's slightly smaller than the outside of the seal (so you can see the edges of the seal as you're trying to seat it to ensure it's going in correctly), and then you can use a wooden dowel and a rubber/plastic hammer to gently tap around the seal evenly until seated flushly. You could use the opened end of a metal or plastic flashlight as an initial pressing-on device...or the opening to a metal thermos or maybe even a travel mug, or piece of plastic pvc/abs pipe or whatever you have lying around that would work that won't shatter if you tap on it.
Regarding that yellowish drip near the weephole... That hole helps condensation/water infiltration either evaporate or escape the housing. Although it looks like yellow coolant at a first glance, it appears to me that the fluid is emerging from that weephole and spreading out. I don't see any indication that it's leaking from above because I'm not seeing trails from higher up. I do see yellow around the weephole, and fluid from above wouldn't (I don't think) be able to come to rest the way it has. I don't think it's coolant coming from the forward area and splattering around the weephole, since there's no evidence of splattering anywhere else. It's possible you have an internal leak from the transfer case that's revealing itself right there. It might be diluted transfer case gear oil that's coming from that hole. I would smell or even taste it to determine what it is (yellow coolant, lube fluid or something else.) Did you recently spray engine cleaner or something around that area or inside the housing that would drip down from there?