I should coco
A little harsh on a well meaning body of men
I have never seen us win a shootout, with the other ones I’ve seen being the losses to Arsenal and Huddersfield. I could say that 22 years on I’ve forgiven my dad. But as you probably gather from the fact I’ve taken the time to write the above, I absolutely haven’t.
Having suffered the Huddersfield play off final 'Official most inept penalty shootout in the history of mankind', I do feel for you.
You mentioned your dad at Sheff Uni got you into the Blades, but not when. I'm sure plenty on here recall recall a successful shoot out against Blackburn in 93 that got us into the semi final that never happened. I'm surprised you missed the WHUFC one in 2005 so here is a thread to remind you, although the OP is a bit dodgy and can't be entirely relied on:

Penalty shootouts
Before last night, when did we last win one? Seems like an absolute age. I was quite amazed to listen as Cresswell, Collins and Monty all stuck their penalties away with ease. Along with Simmo's save in sudden death, that's 4 players that often receive a lot of stick but who delivered under...
There's also Doyle's 'Lambeth Walk' special in 14/15 although that was away form home, so not many saw it live.