Can you drive to the top of the pass and then turn around and return to Hwy 550 in a regular pick up truck. I've seen vids of the section from the Stairsteps into Telluride and I know my truck is no...
On another forum I frequent, the general consensus is to not travel Black Bear Pass in a full-sized truck. If you even try it in that vehicle, I heard of one person who did travel that road in a short box, dual cab truck with lots of off road experience. It would be best to trust the pros in the area and take a Jeep tour. Your knuckles won’t be cramped for the next few days and your passengers will have their fingernails.