Now Stuart Armstrong faces a lifetime of regret.
But there was to be more drama when Gordon punched away Dier's injury-time free-kick and Scotland conceded possession as they tried to counter.
The rest, as they say, is history - and unfortunately for Armstrong and the rest of Gordon Strachan's side, it's not the glorious page in the annals of Scottish football they could have had.
Armstrong admits he should have booted the ball as far away from goal as he possibly could and will now be left wondering "What if".
In a video message to the youngsters he said: "It's been a brilliant experience to follow you from afar. You've got to keep making decisions for the right reasons". He told me just before training. A good captain leads by example.
"He's had an important experience going overseas and playing". But that one moment brought together several elements of the things Southgate and his assistant Steve Holland have been working on.
"We don't know how many points it will take so we got into each game trying to win it and see where it takes us".
"I think it's a huge moment for the team", said the former defender, whose side remain on top of Uefa qualifying Group F with 14 points from six games.
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The 23-year-old was the fifth man to skipper the Three Lions in Southgate's seven matches and rose to the occasion, firing home a late leveller after two stunning Leigh Griffiths free-kicks put Scotland on the brink of a famous win.
In a video message to the youngsters, Southgate said: "It's a fantastic achievement, you have done everybody proud, yourselves and your families, and also you can see the country has taken note".
"It's hard to say (the fee City set is) realistic because football is a business at the end of the day and you can't judge, it's hard to judge realistically". At half-time in Scotland's clash with the auld enemy England on Saturday evening, not only would I have taken a draw, I might have taken an anthrax pill had it been offered such was the direness of the spectacle on display. "To be fair to him, he's stuck two fantastic free-kicks at the death". They were two excellent finishes.
Pressed on whether those alterations at the Stade de France would include a change in goalkeepers, Southgate added: "I think our intention was always to give somebody else a game". I think there is great potential, there is a desire on their part, they are showing pride in playing for the shirt but of course we have an enormous journey to go on to match teams who have already won World Cups and European Championships with players who are Champions League winners regularly and used to playing in the highest games.
"When I first came into the England squad, Wazza [Rooney] was great with me". He stepped up brilliantly. After the first one went in I thought, surely not. There's never been any doubt about that. Stevan Jovetic scored Montenegro's first ever hat trick in a 4-1 victory over Armenia.
"Now that he has his first two, he'll kick on". They dug deep and found a goal out of nothing, really, so that's what it's about. "His all-round play was terrific".
Even then, as the ball was fed wide to Raheem Sterling, Scotland continued to contribute to their own downfall, with Charlie Mulgrew and Andy Robertson failing to spot that one of the world's deadliest strikers was sauntering in-between them to get free at the back post.
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