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The Diary of a CEOThe Diary of a CEO

Rita Ora: “I Lived With Constant Anxiety”…After Being Signed By Jay-Z At 18!!!

In this new episode Steven sits down with global superstar, Rita Ora. 0:00 Intro 02:27 Early context 08:16 Did you ever feel different? 13:45 Fear you'll lose it all 16:32 Your mother being diagnosed with cancer 20:45 Getting panic attacks 24:34 Why you? 28:50 Getting singed by Jay-Z 30:15 Advice you needed but didn't get 32:24 A desire to be wanted 35:49 Universal lessons you've learned over the years 38:26 Are you a confident person? 41:13 Do you now understand how you truly feel? 47:52 What's your relationship like with trust? 50:09 Your new album 52:25 How are you at dealing with failure? 55:01 Having a lot of people rely on you 58:52 Rita in a romantic relationship 01:05:12 Negativity from the press 01:06:42 Your new tracks 01:10:34 Are you driven or dragged? 01:14:08 The last guest's question You can listen to Rita’s new album, ‘You & I’, here: https://bit.ly/3XRlIbY Follow Rita: Instagram: https://bit.ly/3pNzDDu Twitter: https://bit.ly/3DaODym TikTok: https://bit.ly/3pOSA8J YouTube: https://bit.ly/3pGohRL My new book! 'The 33 Laws Of Business & Life' per order link: https://smarturl.it/DOACbook Join this channel to get access to perks: https://bit.ly/3Dpmgx5 Follow me:  Instagram: http://bit.ly/3nIkGAZ Twitter: http://bit.ly/3ztHuHm Linkedin: https://bit.ly/41Fl95Q Telegram: http://bit.ly/3nJYxST Sponsors:  Zoe: http://joinzoe.com with an exclusive code CEO10 for 10% off Huel: https://g2ul0.app.link/G4RjcdKNKsb

Rita OraguestSteven Bartletthost
Jul 17, 20231h 19mWatch on YouTube ↗

CHAPTERS

  1. 1:00 – 10:20

    From Kosovo Refugee To West London Childhood

    Rita recounts her family’s escape from war-torn Kosovo, their arrival in London, and the early years living in temporary housing and a council flat. She reflects on what she inherited from her parents: language, a relentless work ethic, and a strong sense of responsibility and resilience, despite money struggles and her mother’s health battles.

  2. 10:20 – 16:00

    Finding Her Voice: School Musicals To Serious Ambition

    Rita describes her joyful but pressured school years, where she first discovered her love of singing through school plays and choirs. A supportive teacher’s intervention crystallized her belief that music could be more than a hobby, while her parents reacted with a mix of excitement and traditional caution.

  3. 16:00 – 22:00

    Cancer, Rebellion, And The Birth Of Anxiety

    Teenage Rita is shaken when her mother is diagnosed with breast cancer, shattering her belief that parents are invincible. She rebels at school, becomes consumed by fear of loss, and experiences her first anxiety and panic symptoms, though she doesn’t yet have language for them.

  4. 22:00 – 27:30

    Work As Coping Mechanism And The Immigrant Drive

    Rita explains how throwing herself into work became her main way of coping with distress and uncertainty. She connects this to a common immigrant pattern: witnessing parental survival struggles, inheriting a fear of scarcity, and deriving a sense of security and identity from relentless productivity.

  5. 27:30 – 36:10

    Fear Of Losing It All And The Pressure Of Representation

    She admits to a constant fear of losing her success and financial stability, fueled by her family’s history of going from established professionals to starting again. That fear is amplified by feeling she represents others from similar backgrounds and now has dependents and employees counting on her.

  6. 36:10 – 41:00

    From Choir Girl To Roc Nation: The Power Of Showing Up

    Rita breaks down the practical steps between early singing and being signed by Jay‑Z at 18. Without a plan B, she immersed herself in studios, odd jobs, and unpaid work, placing herself in environments where luck could find her—and eventually it did via a demo that impressed Roc Nation’s team.

  7. 41:00 – 47:50

    Naive At 18: Big Names, Broken Promises, And Identity

    Reflecting on being signed so young, Rita says she was eager to please powerful people and outsourced too much of her judgment. She now warns against blindly believing industry promises and stresses the importance of building a strong creative core and being loved for who you are, not just your output.

  8. 47:50 – 52:00

    Confidence, Masking, And Building Mental Health Tools

    Rita distinguishes between appearing confident and actually feeling secure. She reveals constant inner questioning, masked by a polished public persona, and outlines the physical, dietary, and spiritual practices that help her stay grounded and reduce panic triggers.

  9. 52:00 – 58:00

    Messy Twenties: Fame Highs, Silent Mornings, And Panic Attacks

    She revisits her early 20s, when her first album success sent her life into overdrive. Amid non‑stop parties, touring, and tabloid attention, she lost touch with real friends and sought love and meaning in unhealthy ways, culminating in debilitating panic attacks and a quarter‑life crisis.

  10. 58:00 – 1:05:30

    Trust, Disappointment, And Planting Relationship Seeds

    Rita unpacks her complex relationship with trust—generous with people on a personal level, far more guarded in business. Despite betrayals and broken promises, she credits her openness with building long-term relationships that later turned into unexpected opportunities.

  11. 1:05:30 – 1:12:00

    Rebirth And Owning Her Career: The ‘You & I’ Era

    Rita positions her new album ‘You & I’ as a creative and personal rebirth: she now owns her masters, has greater decision-making power, and is intentionally crafting a long-term, 360-degree career. The music charts her emotional evolution from tentative love to self-acceptance and stable partnership.

  12. 1:12:00 – 1:17:00

    Marriage, Stability, And Redefining Home

    She explains how marrying director Taika Waititi didn’t radically change their dynamic, because it grew from a longstanding friendship, but it transformed her sense of stability. For someone who had deprioritized relationships in favor of career, finding a partner who could match her pace felt like a major personal achievement.

  13. 1:17:00 – 1:23:00

    Attachment, Selfishness, And Learning To Be A Partner

    Rita reflects on how her job, centered entirely on her, shaped her early relationship style; she expected partners to orbit her and her schedule. With age and therapy, she’s learned that successful relationships require selflessness, compromise, and recognizing that it’s not all about her.

  14. 1:23:00

    Media Narratives, Double Standards, And Wanting To Be Remembered

    In the final segment, Rita discusses how tabloid narratives around her have shifted since marriage and how gossip has long overshadowed her work ethic. She speaks candidly about feeling broken by public violations, the gendered double standard in how female artists are judged, and what she hopes her legacy will be.

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