From what I understand from your question, you are needing a replacemet tail light for a Demco Kar Kaddy 260. We have that in Replacement 4-1/2" Round Tail Light for Demco Kar Kaddy Tow Dolly, # DM35MV. This replaces the 4-1/2" round, enclosed tail light for Demco Kar Kaddy tow dolly models KK260 or KK360. view full answer...
We don't have a steering stabilizer from any of our manufacturers confirmed to fit your 2008 Winnebago Outlook Motorhome. I can't confirm a fit, but based on your photo, you may be interested in the Replacement Steering Stabilizer Shock for Demco Kar Kaddy Tow Dolly # DM01729-30. This part has a 9/16-inch eyelet at each end. When fully retracted the hole centers are 14-inches apart; when fully extended they are 24-inches apart on center.
If you want to look at the heavier duty options... view full answer...