This was my 3rd summit while over in Bend area for Central Oregon S2S party.
I had activated Pine Benchmark and Pine Mountain earlier in the day and I drove from there. I took NF-2017 from the Observatory down to the valley. However, that road is in very poor shape and high clearance is needed if you go that way. (If starting at the Observatory, travel time going back to Highway 30 to Road 23 is likely similar to taking rocky NF-2017 south).