Started w Bob Buntrock from Cheryl Hopkins house in Castro Valley at ~5am, Saturday morning and finished Sunday morning at ~3;20am. The weather was cool starting out at 42 degrees and we headed the wrong way from her house. We figured it out and backtracked. The front end of this ride is heavy on the climbing, as once i crawled up Mt Diable, I had 86 miles and over 10K' of climbing. I had to take a short nap to recover. We continued on to Bollinger Canyon Park and we then had to turn on our lights and put on all of our wind breakers and balaclava's. We saw temps of 34 in Livermoor and 38 on the Collier Canyon climb. We ended doing extra 7 miles when we missed the the Castlewood turn off Foothill. We had already climbed Dublin Blvd and gone down Schaefer Ranch. We backtracked and got back to the turn we missed. When we got to the Mile High gas station (RS#7), we had coffee and ate our last sandwich inside the store to warm up. Underestimated how long it would take us, as we were riding conservatively and the longer breaks to find food all added up. We were both chilled 2'nd half of ride as we didn't know temps would be in the 30's. Perseverance and stubbornness got us thru.