Jamie O’Hara threatens never to work with Jason Cundy again amid wedding plot to ridicule Tottenham

Apr 14, 2026 - 11:45
Jamie O’Hara threatens never to work with Jason Cundy again amid wedding plot to ridicule Tottenham

Jason Cundy’s Ange Postecoglou mask is Jamie O’Hara’s Kyrptonite – and it could reach boiling point at his wedding on Saturday.

O’Hara’s beloved Tottenham Hotspur took one step closer to relegation over the weekend following their 1-0 defeat away at Sunderland.

Tottenham Hotsput players react after their 1-0 defeat at Sunderland
Tottenham have just six Premier League games to avoid relegation into the Championship
Getty

It was a result that has seen them drop into the bottom three with just six games to play.

Spurs return to action in Saturday’s late afternoon kick-off, with Roberto De Zerbi‘s first home clash to be against former employers Brighton.

And unfortunately for ex-Tottenham midfielder O’Hara, the 5.30pm kick-off takes place during his wedding – just after he has tied the knot with Keziah Grubb.

While he may not be in the talkSPORT studio, you can be sure he will be brutally taunted if Spurs‘ winless Premier League run in 2026 continues.

That is because former Chelsea centre-back Cundy is among the guests to celebrate what promises to be one of O’Hara’s happiest days of his life.

O’Hara cannot escape the constant Spurs trolling from Monday to Thursday night, with Cundy wearing a now-infamous Postecoglou mask, accompanied with a clown bow tie and hat.

The outfit led to O’Hara storming out of the studio twice last month – first after Spurs’ 3-1 defeat to Crystal Palace which saw the ex-Tottenham man threaten to ‘have it out’ with Cundy.

Just days later, he was up on his feet again after the 5-2 Champions League defeat away at Atletico Madrid.

Should the costume make an appearance this weekend, O’Hara has promised it will be the end of The Sports Bar as we know it.

Kicking off Monday night’s show by ripping Spurs, something that has become a weekly tradition, Cundy – in his full outfit – declared the north Londoners are fated to go down.

Jamie O'Hara and Jason Cundy on The Sports Bar
Cundy was once again in his full troll costume to mock Spurs’ defeat at the Stadium of Light
Not known, clear with picture desk
Roberto De Zerbi reacts at the Stadium of Light
De Zerbi kicked off his Tottenham career with a defeat as Spurs’ winless run in 2026 continues
AFP

And for the former Chelsea man, that’s bad news, as he stated he cannot mercilessly mock the club should they rack up the wins in the Championship.

He said: “What am I going to do next year? What am I going to do? I can’t rely on Lincoln can I?”

Interjecting, O’Hara quipped: “Exactly. You’re finished. Spurs go down, you’re finished.”

Before adding: “We will probably get beat by Lincoln won’t we?

“First game of the season, I guarantee you, Friday, first game of the Championship season, Spurs vs Lincoln, guaranteed, it’s a guarantee away from home as well, they’ll set that up lovely.

Jason Cundy on The Sports Bar
Cundy once again revelled in O’Hara’s misery – much to the latter’s anger
Not known, clear with picture desk

“And then you’ll have your fun mask out again and you’ll be buzzing off it.”

To which Cundy said: “I’ll be bored by then, how am I going to keep doing this?”

It led a frustrated O’Hara to say: “What can I say? We’re terrible. I sit here and say the same thing every week, it’s not like I can say anything different, I’m bored of coming on this show.”

Cundy then joked, ‘I’m bored of wearing the mask,’ before continuing: “Do you think I want to come to work every day, wear a mask, a bow tie and a silly hat?”

After O’Hara stated he believes he does, Cundy said: “So you lot help me out [then], how about, you start being good, get good.”

Dropping a bombshell, O’Hara then stated: “You’re bringing that mask to my wedding, you love it!

Jamie O'Hara on The Sports Bar
Cundy couldn’t bare the thought at seeing the infamous Postecoglou mask at his wedding
Not known, clear with picture desk
How the Premier League table looks
Tottenham are two points off safety following West Ham’s 4-0 win over Wolves

“Do you know on Saturday, my wedding, 5.30pm, Spurs are playing.”

Quick to rile O’Hara up even more, Cundy quipped: “I’ll bring the clown outfit along as well, you think I’m wearing a black bow tie?

“I’m taking the mask, I’m taking the hat, I’m taking the bow tie.

“And every photo I’m in, for the rest of your days, you look back and go, ‘That was a great day… who is that?'”

Realising the threat of a photo album full of reminders about a tragic season, O’Hara warned: “If you bring that Ange mask to my wedding, I’ll never work with you again.

“Spurs are playing at 5.30pm, we’re going to be sat down having dinner.”

1: Premier League Fixtures & Results

Cundy stated he will be watching it on his phone, leading O’Hara to say: “I hate you, I actually hate you.”

With skipper Cristian Romero out for the season having suffered a knee injury, O’Hara’s worst fears could soon be realised.

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