Jason Sudeikis still ‘heartbroken’ over ex Olivia Wilde’s new relationship with Harry Styles

It has been five months since Olivia Wilde and Harry Styles confirmed their romance, but Jason Sudeikis is said to still be ‘heartbroken’ over their new relationship.

‘Jason is heartbroken about Olivia and Harry’s relationship,’ a source told Page Six. ‘They’re going from strength to strength, and he’s still massively upset and, to be honest, is still a little angry.’

While it emerged it November 2020 that Jason, 45, and Olivia, 37, had separated after seven years together, it has been reported that her relationship with Harry, 27, started as early as October 2020.

Matters of the heart: Jason Sudeikis is said to still be ‘heartbroken’ over Olivia Wilde and Harry Styles’ relationship

All three happen to currently be in London, where Jason is filming the next season of his series Ted Lasso and Harry working on his new movie The Policeman, according to Page Six.

Olivia is in the city with the two children she shares with Jason, Otis, seven, and Daisy, four, whom are currently splitting time between the exes.

The website previously reported in January that Jason was upset to learn Olivia’s relationship with Harry dated back to October 2020. 

Insiders told the site that her involvement with Harry was the primary reason for the break-up.

Real-life chemistry: The relationship reportedly turned romantic on the set of Olivia's sophomore directorial effort Don't Worry Darling, which also stars Harry

Real-life chemistry: The relationship reportedly turned romantic on the set of Olivia’s sophomore directorial effort Don’t Worry Darling, which also stars Harry

‘Olivia and Jason were having issues, like any other couple, but Jason loves Olivia — he completely adores her, and that’s what makes this so sad. He’s always been committed to making their family work,’ the source told the site in January.

‘People have tried to make out that Harry and Olivia have only been dating for the past few weeks, but that’s not right,’ the insider said. ‘Jason found out about Harry and pushed the conversation. Olivia then asked for a separation and news of the split was made public.’

The pair reportedly became more than just friends on the set of Olivia’s sophomore directorial effort Don’t Worry Darling, which also stars Harry.

Timelines: While it emerged it November 2020 that Jason, 45, and Olivia, 37, had separated after seven years together, it has been reported that her relationship with Harry started as early as October 2020 (pictured 2019)

Timelines: While it emerged it November 2020 that Jason, 45, and Olivia, 37, had separated after seven years together, it has been reported that her relationship with Harry started as early as October 2020 (pictured 2019)

The couple confirmed their romance when they attended the wedding of Harry’s manager Jeffrey Azoff, where they were spotted holding hands.

Sources previously indicated the exes were still together ‘as recently as this fall’, and Jason was not even aware Olivia had anted to split until October, when her relationship with Harry took off, insiders told People in January.

‘Jason feels that the timeline that Olivia and Harry would like people to believe – that she and Jason split ages ago, long before she became involved with Harry – is simply not accurate,’ they continued.

Splitsville: The end of Sudeikis and Wilde's seven-year relationship emerged in November 2020 (pictured 2018)

Splitsville: The end of Sudeikis and Wilde’s seven-year relationship emerged in November 2020 (pictured 2018)

The source added that the trouble began around the start of production on Olivia’s film.

‘She began filming [Don’t Worry Darling] in September, and by October, he began to get the impression that she wanted out. By November, they’d announced their split.’

The source emphasized ‘that’s how quickly it happened,’ adding that ‘none of it happened until she began filming with Harry.’

However, another person close to the couple disputed that interpretation.

‘Olivia and Jason were broken up as of early 2020,’ they claimed. ‘The recent news that she has moved on is no surprise. Olivia and Jason’s relationship continues to be focused on their children and co-parenting them.’

Meanwhile, Jason has begun dating model Keeley Hazell, whom he was first linked to in February 2021.

Having a ball! Jason is currently filming the next season of his show Ted Lasso (pictured in character at the 2021 SAG Awards)

Having a ball! Jason is currently filming the next season of his show Ted Lasso (pictured in character at the 2021 SAG Awards)