Sir Jim Ratcliffe watched in horror in Chelsea, while Manchester United still set an embarrassing record.
The wrestlers of Ruben Amorim left Stamford Bridge 1-0 beaten thanks to a second half Marc Cucurella header.
Next season it will return Chelsea to the fourth in the race for Champions League football.
But for United they left a club record eight Prem games without a victory -with owner Ratcliffe, Grimacing left in the Stamford Bridge stands.
And fans think he had a face of regret as someone said: “This is the moment he realized that he has invested in the wrong club.”
Another added: “The man has regretted that he invested in this club.”
Ratcliffe – who became a minority shareholder in United in 2024 after he had previously been linked to a Chelsea takeover – has seen his season go from bad to worse.
They are 16th – two places above the relegation zone – and corresponded to their worst count ever for home losses in one season with 11.
In January they also lost six of their opening 12 competitions in a season for the first time since the campaign of 1893-94.
Amorim's task seems to be safe for the time being if they prepare for a Europa League final against colleague Flops Tottenham next Wednesday.
And the Old Trafford manager Ondervouren has admitted the defeat at Chelsea, will help him decide who is playing in Bilbao.
Amorim said: “I will not talk about the summer.
“The good news is in the Europa League, we score many goals. We will prepare for the Europa League match.
“We have many things to do in the summer, but today it was a really good game to prepare for the final.
“If we place some players in the feeling of the last game, almost 10 days without playing, it would be a mistake.
“It was a good thing for them to play, that they feel that they can do it, that we can possess and push the opponent.
“You have to win in this club and we don't win games. It helped me a lot to choose the start 11 for the final. So we'll see.”