Mastercruse
You have a nice list of pass/trails. Looking at your profile I see that you are from Texas so you are traveling a long way to get to Telluride. That said, the last 4 passes on your list is almost another trip and a different area than the first on the list and you may find traveling to Pearl pass, Schofield etc may be bit of a journey from Telluride.
The others that have posted have given you great advise, and I strongly recommend the Charles Well Guide book that LJDave suggest.
Using Telluride as your base may prove to be a logistic problem, as apposed to staying in Ouray or Silverton (hwy 550). Hwy 550 is somewhat a central corridor to get to most of the trails that you want to run, and you will spend a lot of time getting to Engineers, Mineral Creek, Corkscrew, Alpine loop, Hurricane, and Poughkeepsie, they are all in the east side of 550 and there is a hell of a mountain between hwy 550 and Telluride. The only way to get to them is by Imogene, and Opher. Black Bear is one way going west and ending in Telluride.
Black Bear:
Two works that describe it is "intimidating and unforgiving". It is a grand trip and one I never miss on my trip to the area. You hve a grand view of Telluride and it will look like you are in an airplane and on long final for landing at the Telluride Airport. The trail starts at Hwy 550 only a few hundred yards from the summit of Red Mountain Pass. From there to the summit of Black Bear is a bit of a challenge, but all very doable. From the summit you will decend into Ingram basin, along Ingram Creek and then to Ingram Falls. You can see Ingram Falls (a two step falls) from Telluride. As you approach the falls, you enter a area called the "steps", as series of steps that end at Ingram falls. Each step gets more intimidating with the last step being the worse as it turns right around a blind corner and you feel like death is a high probability, you grip on the steering wheel is increased and perspiration is elevated. After you get past this part, you feel like you have conquered the trail, but you have not got to the worst part yet (yeh, hard to believe that it gets worse). You will trail between the two steps of Ingram Falls in enter a narrow shelf road that start you to the switch back porting of the trail. I should note here (for dishlander) that not all switch backs from other trails are as difficult. The description here is "unforgiving" and where most accidents in the area occur ( note horsjocky61s photos). You have two jeeps, which means that you can spot each other. Make your turns very slowly, and spot each move. Clutch pressure points, and knowing the limits of your jeep are important. As your are descending, no need for lockers, so I unlock because the turns are extremely sharp. The first 4 switchbacks are the most difficult and the first two is where most care needs to be taken. Don't try to make the turns in one turn, but do 3 point turns (or 4 or5). After those, then you can breath easy. Black Bear is not to be taken lightly, and no one will (should) criticize you if you elect not to do the trail.
The other trail that will give you difficulty is Poughkeepsie, it has many obstacles and is a difficult trail, going south on the trail, most obstacles will be on the south end as you get near Lake Como. (above Lake Como is California Pass to the east and Hurricane to the South)
Imogene is my favorite and has the most wildflowers, and water falls. It is the second highest pass in Colorado that can be driven and east of the summit is a overlook where you can look down on Corkscrew.
I suggest that you ad Yankee Boy Basin and Governs Basin (off the NE side of Imogene). Governs Basin is a bit challenging, but good.
Ill be heading up the last few day of July for my annual trip. 104% of snowfall last winter and Im expecting to see more snow that usual.
I am attaching my youtube that I put together last year. you can watch it with an anticlinal eye to get an idea of each trail. It includes a "hary" run over Imogene in the clouds. Give yourself about 11 min to watch it and adjust your screen to max and adjust for the music.
Take care and be safe. It is a great place to jeep. let me know if this helps.
Dif (aka h2ogun)
The youtube link:
Telluride Ouray Offroad July 2013 - YouTube