Sounds like my situation would work well with either of you. I'm 38 and stay in pretty good shape but I don't like to push it like I used to. I've climbed Ranier 3 times, Shasta twice, Baker, Shuksan, Glacier, etc. I stay away from highly technical routes but am very comfortable on glaciers.
I'm planning on doing olympus 6/18 or 6/25. Either of you interested?