There are so many examples from just my lifetime that it boggles the mind that someone who has followed the club for that long thinks THAT was the hardest defeat to take.
Palace playoff 2nd leg
Boro away last day
Sheffield weds away playoff 1st leg
Sheffield weds home playoff 2nd leg
All comfortably worse than a defeat that will hopefully not mean too much at the end of the season. All happened within the last 5 years.