[andyidsinga]

Two things I've learned about deadlines #1 - never get into a fight with a superior about a deadline - think of the princess bride quote about land wars in asia.

Which brings us to #2 : look at them relative to what's important to your business. Much of the time a deadline isn't really a deadline at all - its a point in time to show progress in the right direction. With that in mind, i might say to the team - "what's important to this business is _______ , so lets be sure to highlight our progress on items a/b/c because they're key to ______. ..all this other shit in the backlog is #2 .. n that Alice and Bob want. Alice and Bob will get their shit when we get the important shit done (which might be never) [0]

What direction is important to the business? Well, hopefully the direction of solving a problem or delivering a widget to someone who is waiting to actually use it and hand over $ in exchange. If its something else its often your deadline playing chicken with someone else's deadline on the gantt chart and then its the old joke about two guys running away from a bear.

[0] Alice and Bob will get their shit when they start contributing items to the backlog that are aligned with what is important with the business.

EDIT: deadlines aren't inherently "bad" - especially when one is competing against others for something. The problem is too many points in time are made to look like deadlines and often by the wrong people. Imagine running a marathon, and someone is yelling at you from the sidelines : "run as fast as you can to the 4 mile mark!"