Boaz Myhill saves Hartlepool United’s James Brown’s spot-kick to help the Tigers on their way to a first-ever penalty shoot-out victory in September 2006.
Neither side was able to break the deadlock during normal or extra time, meaning the Carling Cup Round Three tie had to be decided by penalties.
The omens certainly didn’t look good for City though, having failed to win any of their previous six shoot-outs in all competitions. However, Myhill proved to be the Tigers’ hero as he saved penalties from Gary Liddle and Brown, with Ben Clark also sending his attempt high over the bar.
Despite Stuart Elliott and Daryl Duffy seeing their efforts from 12 yards saved by Dimi Konstantopoulos, Jon Parkin, Craig Fagan and Andy Dawson kept their cool under pressure – with the left-back firing home the decisive fifth and final spot-kick – to seal a 3-2 win and send the Tigers into the draw for the next round, much to the delight of the home crowd at the KCOM Stadium.