We were doing a system update and when we applied it to our test environment it took 3 hours.

So we scheduled out our smoke testing team to be available 2 hours after the start of update start (we got folks in 3 continents so scheduling this out is a bit rough). They start the update and instead of 3 hours it takes 30 minutes...

So in the ten minutes it took me to drive into the office (I was coming in way earlier than the team) I got 12 paniced voicemails saying we need to start NOW to minimize client downtime.

Then I got reamed out for 2 weeks.

All the while we still finished up 2 hours before our scheduled window was up :P