This would be a terrible move for Billups. The Cavs are not a team on the rise and the next GM will be the fall guy for when the team crashes back to reality. They are in cap hell with an erratic owner that may start tightening the purse strings very soon. They have no draft picks in the near future, there are rumors LeBron may leave after next season, and when the team doesn't get back to the Finals, the new GM will get destroyed by the media. If Chauncey is serious about joining a front office, he should start as an assistant GM in a smaller market (like Denver, Phoenix, or Orlando) to learn the ropes of negotiating contracts and wooing free agents.