How much longer can he go?
What happens next? Is there a succession plan in place?
These were once sensitive topics around Osborne. Bring them up and risk making the man feel like he's being pushed out. Nobody's trying to do that.
After speaking with Osborne on Thursday, I had the impression he has a timetable. He can see the light at the end of the tunnel. And, for the first time, he said he would be glad to help pick his successor — if asked.
Osborne doesn't have a contract. He says he works "at the prerogative" of Chancellor Harvey Perlman, who loves the job Osborne has done since Steve Pederson was fired in October 2007. Why wouldn't he? Osborne has been tremendous.