A computer implemented system and method that ties in complex calendar event relationships, which provides the user with a context as to how the task needs to be completed and how it relates to larger initiatives. The system and method supports next to real time notification methods using a peer-to-peer (p2p) messaging architecture. As Calendar Events or Tasks are manipulated in the Work Management System, all scheduling clients can automatically adjust their events to reflect the changes. The present invention can also implement an Urgency Factor for tasks which can help visualize to the user which tasks need more immediate action from Work Management. The present invention can also provide a First Available function that not only finds the first available date that a task can be worked but also takes into consideration the resource's work hours, workdays and skill set via the work group that they have been assigned.