I feel like pessimistic estimators are way more accurate and probably more intelligent than optimistic ones. I'd probably use software like that to fire half the team.
(edit: of course then I'd have to fire half the team again... and again... until only one or two incredibly depressed pessimists remained... tough call)
Why would you fire the team? The software shows you how their estimates relates to real world timelines, just adjust their estimate accordingly and the problem is fixed.
I never understood why managers get so upset over consistent time under estimates, just track it and add the relevant factor without telling the team and it should on average be on point.
I was sort of just reducing the idea to absurdity. I only work in small teams - everything I do is by feel. It's easy to tell if things are behind or not. Easy to tell if someone is wasting time, or if they're stuck on a problem, and extrapolate a new ETA. Honestly, the idea of trying to feed that into software seems heartless and inevitably wrong, but if I were going to do it, I'd opt for the pessimistic analysis.
(edit: of course then I'd have to fire half the team again... and again... until only one or two incredibly depressed pessimists remained... tough call)