But right now, all Jackson can think about is the one, or perhaps two, that got away.
"It's not the best of feelings. That's the worst atmosphere we've had all year in there," Jackson said after emerging from the Caversham dressing room after the Chatham Cup semifinal loss.
"We weren't really expecting penalties. We always think we are good enough to win.
"That's football, I guess. The keeper makes a couple of saves and that's it."
Jackson had done his bit in regular and extra time, scoring Caversham's opener and proving a constant threat with his pace and eye for the gap.
He also had a shot hit the post and other opportunities that might have removed the need for a shootout if they had been converted.
"We had a couple of shots cleared off the line. If they'd gone our way, things could have been very different."
Jackson, who was born in England and grew up in Wales before moving to New Zealand aged 13, will return to West Virginia for his sophomore year.
Marshall is the school best known for losing most of its American football team in a plane crash in 1970.
While Jackson and his team-mates had not anticipated a shoot-out, it was welcomed by Bay Olympic coach Shane Knowles.
"We'd practised penalties. I actually wanted to go to extra time because I was confident we would win," Knowles said.
"We've got a great goalkeeper and we've got players who can take penalties with confidence."
Knowles thought the red card to his captain, Craig Wylie, was 50-50 but he did not have a major problem with the referee's decision.
He said his club's discipline had not been the best this year, so it knew what to do when it was reduced to 10 men.
"We just wanted to win this game so badly. We really wanted to fight, to leave nothing on the park."
"The Chatham Cup is the pinnacle of winter football.
"It's great to win leagues but there is nothing like being the premier team in the country."
"It could have gone either way. Both teams were clearing off the line. It was a humdinger."
