Toni Laites made history last year as the first American to win Love Island, but her journey to the villa was anything but ordinary.
Discovered in Las Vegas working as a cabana girl by the show’s creative director, Toni was persuaded to fly 6,000 miles to Mallorca. The rest, as they say, is history.
But you don’t need to be a Love Island superfan to love this episode. Toni is funny, emotionally intelligent and disarmingly honest. She opens up about living with the chronic illness Ulcerative Colitis, her pattern of choosing the wrong men in the past, working through anxious attachment and the hard-won strength it takes to forgive yourself. 
This is a conversation about resilience, self-awareness and what it really means to back yourself - even when the odds (and the public vote) are against you.

✨ IN THIS EPISODE:

03:18 Vegas Sales to Villa Casting
05:36 Saying Yes to Love Island
07:21 Life Inside the Villa
08:33 Votes, Outcasts and Forgiveness
10:57 The Big Three Friendship
14:18 Health Scare and Ulcerative Colitis
28:10 Tourist In London
28:43 Toxic Dating Patterns
32:22 Pressure On Her Relationship
34:57 Fame And Social Media
37:34 Family And Attachment
44:28 Self Criticism And Hate
49:44 Plan For The Future

💬 QUOTES TO REMEMBER:

There is value in doing nothing and taking a step back and waiting for good things to come.

I always say not all disabilities are visible and people don't really understand what that's like.


🔗 LINKS + MENTIONS:
Join the How To Fail community: https://howtofail.supportingcast.fm/#content
Elizabeth’s Substack: https://theelizabethday.substack.com/

📚 WANT MORE?
Olivia Attwood - on heartbreak, public scrutiny and building a successful career after Love Island.
Jessel Taank - on infertility, identity and The Real Housewives of New York.

💌 LOVE THIS EPISODE?
Subscribe on Spotify, Apple or wherever you get your podcasts
Leave a 5⭐ review – it helps more people discover these stories

👋 Follow How To Fail & Elizabeth:
Instagram: @elizabday
TikTok: @howtofailpod
Podcast Instagram: @howtofailpod
Website: www.elizabethday.org

Elizabeth and Toni answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://howtofail.supportingcast.fm/#content


Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.com 


Production & Post Production Coordinator: Eric Ryan 
Engineer: Matias Torres
Assistant Producer: Shania Manderson
Senior Producer: Hannah Talbot
Executive Producer: Alex Lawless


How to Fail is an Elizabeth Day and Sony Music Entertainment Production. 
Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts
To bring your brand to life in this podcast, email podcastadsales@sonymusic.com Learn more about your ad choices. Visit <a href="https://podcastchoices.com/adchoices">podcastchoices.com/adchoices</a>

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