ladbible homepage
ladbible homepage
  • iconNews
  • videos
  • entertainment
  • Home
  • News
    • UK
    • US
    • World
    • Ireland
    • Australia
    • Science
    • Crime
    • Weather
  • Entertainment
    • Celebrity
    • TV
    • Film
    • Music
    • Gaming
    • Netflix
    • Disney
  • Sport
  • Technology
  • Travel
  • Lifestyle
  • Money
  • Originals
    • FFS PRODUCTIONS
    • Say Maaate to a Mate
    • Daily Ladness
    • UOKM8?
    • FreeToBe
    • Citizen Reef
  • Advertise
  • Terms
  • Privacy & Cookies
  • License Our Content
  • About Us & Contact
  • Jobs
  • Latest
  • Archive
  • Topics A-Z
  • Authors
Facebook
Instagram
X
Threads
Snapchat
TikTok
YouTube
Submit Your Content Here
  • SPORTbible
  • Tyla
  • GAMINGbible
  • LADbible Group
  • UNILAD
  • FOODbible
  • UNILAD Tech
Father speaks out after daughter faced one of the worst Who Wants to be a Millionaire losses in show's history

Home> Entertainment> TV

Published 19:02 5 May 2026 GMT+1

Father speaks out after daughter faced one of the worst Who Wants to be a Millionaire losses in show's history

Contestant Jen Essery Lillikakis missed out on £186,000 after a gamble backfired

Brenna Cooper

Brenna Cooper

google discoverFollow us on Google Discover

The father of a Who Wants To Be A Millionaire contestant who became one of the show's biggest losers in history has spoken out.

As anyone familiar with the iconic ITV gameshow will know, you need to be willing to take a gamble in order to reach the seven-figure prize. Fortune favours the brave and all.

But for every Roman Dubowski who steps into the hot seat and bags a million, there are plenty more unlucky souls who take a swing and a miss.

And if you're really unlucky, you could end up like Jen Essery Lillikakis, a recent contestant who lost out on £186,000 after taking a punt on a £500,000 question and got it wrong.

Advert

Lillikakis was sitting on £250,000 when she was asked the following question: "According to Guinness World Records, which of these has travelled at over 260 miles per hour during a competitive game or match?"

Jen Essery Lillikakis took a punt on a £500,000 question (ITV)
Jen Essery Lillikakis took a punt on a £500,000 question (ITV)

The suggested answers were: tennis ball, ice hockey puck, badminton shuttlecock and table tennis ball. The correct answer was 'badminton shuttlecock', however Lillikakis incorrectly guessed 'ice hockey puck' after using her final lifeline to phone her father.

"Oh my God, you have just lost £186,000! It is unbelievable you took a punt on that," host Jeremy Clarkson told her. "You need a bravery award for that."

Lillikakis' father has now spoken out about the incident, revealing that he'd tried to tell his daughter to 'take the money', a message which didn't make it back to her.

"I think I actually said - after they'd stopped recording me - 'take the money', but that didn't turn up on the show," Chris Essery told MailOnline.

"They cut you off after 30 seconds. You kind of realise you could have said a bit more, but time was up."

Despite his daughter losing out on hundreds of thousands, Essery said that he was ultimately proud of her performance, adding: "I think she did really well and came away with a good amount of money.

"There is no blame at all. Of course not - you throw the dice, don't you? Everyone watching at home thinks they know what it's like."

And lost £186,000 in the process (ITV)
And lost £186,000 in the process (ITV)

It would appear the positive approach to losing runs in the family as well, as Lillikakis was able to focus on the positives, telling Clarkson at the time: "Well, that’s fine. I've also won £64,000."

Which contestants have lost the most money on Who Wants to be a Millionaire?

These contestants are probably still kicking themselves after taking a gander on Who Wants to be a Millionaire? and it massively blowing up in their faces.

Rob Mitchell - lost £218,000 (2003)

Rob lost almost £250,000 (ITV)
Rob lost almost £250,000 (ITV)

Rob has reached the £500,000 question when he was faced with the following brain teaser: “How many inches tall is an Oscar statuette? Eight and a half / Eleven / Thirteen and a half / Sixteen.”

He still had his Phone a Friend lifeline, so he phoned his sister-in-law, who said she 'couldn't even guess'.

While most would have given up at this stage, Rob decided to guess 'eleven'.

The answer was actually thirteen and a half, and he ended up walking away with just £32,000.

Duncan Bickley - lost £218,000 (2000)

The audience gasped when Duncan stumbled on the £250k question (ITV)
The audience gasped when Duncan stumbled on the £250k question (ITV)

Duncan was asked the following for £500k: "What was the name of Amy Johnson's plane in which she flew solo to Australia in 1930? Achilles / Pegasus / Hercules / Jason."

He ended up using his 50/50, and was left with Pegasus and Jason.

He told then-host Christ Tarrant 'it's gotta be Pegasus, isn't it' because Pegasus is a winged horse, while Jason 'has nothing to do with flying'.

That reasoning lost him £218,000, and he walked away with £32,000.

Nicholas Bennett - lost £375,000 (2025)

Oh dear, Nicholas (ITV)
Oh dear, Nicholas (ITV)

Nicholas has the dubious honour of being the contestant who lost the most money on the UK version of Who Wants to be a Millionaire? after giving the wrong answer for the final question.

For £1 million, he was asked: "Which of these words, each coined by a famous writer, was derived from the title of a fairy tale about three princes? Pandemonium / Serendipity / Utopia / Yahoo."

He used his Ask the Host lifeline, and Jeremy Clarkson didn't have a clue, and then he called his roommate, Meg, who didn't know either.

Nicholas responded: "Well, we'll see what happens," and guessed Yahoo.

The answer, unfortunately, was Serendipity. He lost £375,000, and walked away with £125,000.

Featured Image Credit: (ITV)

Topics: ITV, TV, Who Wants to Be a Millionaire, Entertainment, Jeremy Clarkson

Brenna Cooper
Brenna Cooper

Brenna Cooper is a journalist at LADbible. She graduated from the University of Sheffield with a degree in History, followed by an NCTJ accredited masters in Journalism. She began her career as a freelance writer for Digital Spy, where she wrote about all things TV, film and showbiz. Her favourite topics to cover are music, travel and any bizarre pop culture.

X

@_brencoco

Recommended reads

Man stuck onboard 'plague ship' issues desperate plea as three people dead amid Hantavirus outbreakInstagram/jakerosmarinWoman who ended marriage and booked one way ticket to travel 60+ countries reveals unexpected best place she's visitedYouTube/Eva zu BeckFour-year-old daughter of Miss Switzerland finalist 'murdered by husband' made chilling claim to policeinstagramX-rated meaning behind Kim Kardashian’s controversial Met Gala outfit explained(Cindy Ord/MG26/Getty Images for The Met Museum/Vogue)

Advert

  • Who Wants to be a Millionaire contestant becomes show’s second ever biggest loser after losing £186,000
  • All questions man answered to become seventh winner of Who Wants To Be A Millionaire?
  • Who Wants to Be a Millionaire contestant makes show 'history' on £1million question
  • Jeremy Clarkson left stunned as presenter's surprising secret revealed on Who Wants to Be a Millionaire

Choose your content:

an hour ago
3 hours ago
4 hours ago
  • YouTube/Eva zu Beck
    an hour ago

    Woman who ended marriage and booked one way ticket to travel 60+ countries reveals unexpected best place she's visited

    She spoke on This Morning about why she gave up her 'perfect' life to go travelling across the world

    Entertainment
  • (Cindy Ord/MG26/Getty Images for The Met Museum/Vogue)
    an hour ago

    X-rated meaning behind Kim Kardashian’s controversial Met Gala outfit explained

    Kim Kardashian sought inspiration from 1975 erotica for her 2026 Met Gala look

    Entertainment
  • CNN/Tiktok
    3 hours ago

    Bad Bunny's incredibly awkward run in with ex's mum Kris Jenner caught on camera

    Bad Bunny and Kendall Jenner were linked back in 2023 and 2024

    Entertainment
  • Dave Benett/WireImage
    4 hours ago

    Channing Tatum shares series of cryptic posts as Zoë Kravitz announces Harry Styles engagement

    The pair were engaged in 2023 but called things off a year later

    Entertainment