A goal from San Marino's Alessandro Golinucci cost an unlucky punter thousands after he included FIFA's lowest-ranked nation on his 14-fold accumulator.
Twitter user @lucajoe0 placed £20 on 14 games from this month's international fixture list.
A total of 13 of those 14 results came out, including wins for Norway, Spain, Portugal, Greece and Italy, who secured a 4-0 win over Malta in their Group C clash on October 14.
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He also correctly predicted wins for Georgia, Romania and Turkey after they all played on October 15, while Portugal and the Republic of Ireland earned victories on Monday.
But 24 hours later, on the evening of October 17, his hopes of winning £3,056.28 were crushed at the final hurdle, when Golinucci equalised for San Marino in their Group H qualifier with Denmark.
As you can see from the screenshots below, @lucajoe0 correctly predicted a victory for Denmark, who went on to beat Fabrizio Costantini's side thanks to Yussuf Poulsen.
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But he didn't think both teams would score in Tuesday night's game in Serravalle.
Luca posted a video of his betting slip alongside the caption: "I am cursed."
Here's how social media reacted to his unfortunate luck.
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One said: "Betting against San Marino to score and they actually do has got to be torture," while another commented: "San Marino score their first goal in over a year I’d spew."
A third wrote: "I’d never bet again after that," while a fourth added: "That’s brutal."
In other news, Denmark and Manchester United forward Rasmus Hojlund says he was 'targeted' by San Marino players during their Euro 2024 qualifier win.
Speaking after the game, the 20-year-old said: "They targeted me today, as you can see at the end. I understand Italian and I could hear them saying that they had the idea to crush me."
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He added: "You can see from the images that he only had one idea in mind. A yellow card is a joke."
Hojlund, who spent a season at Serie A side Atalanta before joining United this summer, also claimed that he could understood the San Marino players were saying as they were speaking in Italian.
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Topics: Rasmus Hojlund, Manchester United, San Marino, Denmark, Euro 2024