So what did you two end up doing?

I'm 52, and work is in a neat little compartment. It's not great, but it's not soul sucking, and has good PTO and a pension and financially everything's grand and on-track...but work and my career is no longer where I draw value. I could easily see finishing my career here, and I could also see having another job before retirement.

(And, I could see retiring ASAFP if I could get the financial and life expense curves to cross. :) )