I really like this idea and wish all project management tools included it by default. Fwiw Fogbugz has been using it for over a decade, called Evidence Based Scheduling:

- https://www.joelonsoftware.com/2007/10/26/evidence-based-sch...

- https://support.fogbugz.com/hc/en-us/articles/360011258994-E...

- https://blog.fogbugz.com/evidence-based-scheduling

There’s at least one Jira app for it:

- https://github.com/handshake/pystradamus

And Trac also used to have EBS but I’m not sure if it still does, can’t find it atm:

- https://trac.edgewall.org/