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The Bundesliga side opened the scoring five minutes after the restart thanks to one of European football's most talked about young talents (and Football Manager legend), Dani Olmo.
Diego Simeone's side managed to pull a goal back through Joao Felix in the 71st minute, but American midfielder Tyler Adams bagged an emphatic 88th minute winner, sending Julian Nagelsmann's side through to the semi-final stages for the first time in their history.
Formed 11 years ago, RB Leipzig are now preparing for a Champions League semi-final :fire:
Incredible drama! Julien Nagelsmann is over the moon!
Simeone looks crestfallen...#Club2020 pic.twitter.com/JERtKmsgSt
- Football on BT Sport #Club2020 (@btsportfootball) August 13, 2020
It was a momentous occasion for many, especially considering Leipzig - who only played their first season in the Bundesliga in 2016/17 - are just one step away from the final as they prepare to face Paris Saint-Germain on Tuesday.
But it was a far from ideal evening for this unlucky punter, who was sweating on Atletico beating Leipzig to complete his 13-fold accumulator.
Twitter user Alex shared the picture of 'that' betting slip with the caption: "Moment of silence for the lad let down by Atletico Madrid for €249,553.58. Sickening."
Moment of silence for the lad let down by Atletico Madrid for €249,553.58. Sickening. pic.twitter.com/9F5Qtg8bTz
- Alex :flag_ye: (@shutuplad) August 13, 2020
This isn't the first heartbreaking bet to emerge this week. A punter missed out on a $230k, 14-fold accumulator after Paris Saint-Germain came back from the dead to beat Atalanta 2-1 in the Champions League Round of 16.
It looked as if the Ligue 1 champions had blown it in the first half, going 1-0 down to the competition outsiders when Mario Pašalić curled the ball past Keylor Navas.
On the brink of $233k...
Would you cash out?#UCL pic.twitter.com/ilZQdjTIFz
- Amazon Prime Video Sport (@primevideosport) August 12, 2020
These two slips in the space of a week have to be some of the most heartbreaking bets we've come across in a long, long time.