Conversations of Inspiration

Holly Tucker MBE
  • 5.0 (28)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY
Conversations of Inspiration

Conversations of Inspiration brings you life changing wisdom along with heartbreaking stories of resilience, tenacity and triumph. Since launching two small business marketplaces (Holly & Co and notonthehighstreet), Holly Tucker MBE has spoken with more than 175 founders, creatives and entrepreneurs on this podcast who have been vulnerable enough to share what it really took to get them where they are today, with warmth and wisdom. Prepare to be inspired.

  1. MAR 13 · BONUS

    Letter to My Younger Self with Matt Pohlson — Co-founder and CEO of Omaze on Turning Fear into Fuel

    What if fear wasn’t something to fight against but something to harness? In this moving and deeply inspiring episode, Matt Pohlson, co-founder and CEO of Omaze, shares a letter to his younger self that will change the way you think about courage, success and self-belief. From the outside, Matt’s story is extraordinary. He’s built a for-profit company that has revolutionised charitable giving through innovative house giveaways, raising over £77 million for charities in the UK*! But beneath it all, his journey has been shaped by the same fears and doubts we all experience. And that’s exactly why his words resonate so deeply. Matt reminds us that everyone feels fear — even the boldest, most successful people. The difference? They’ve learned how to turn down the volume on doubt just enough to take the next step. His letter is filled with wisdom, warmth and practical lessons on how to move forward even when the path ahead feels uncertain. Matt’s words are a reminder that fear doesn’t mean we’re on the wrong track — it’s proof that we’re pushing ourselves toward something bigger. That love and optimism aren’t just feel-good concepts — they’re superpowers. The way we speak to ourselves matters more than we realise. If you have big dreams but a little bit of doubt, this episode is for you. Let Matt’s letter be the nudge you need to trust yourself, quiet the fear and take the leap. *As of February 2025

    9 min

  2. MAR 6 · BONUS

    Letter to My Younger Self with Jack Guinness – On Identity, Self-Worth and Embracing Your Truth

    What if everything you’ve been chasing isn’t what truly matters? In this powerful micro-podcast, Jack Guinness, writer, model, presenter and founder of The Queer Bible, shares a deeply personal and poetic letter to his younger self. It’s a profound reflection on identity, self-worth and the search for meaning. Jack’s words go beyond the surface, exploring the universal human experience—the masks we wear, the validation we seek and the ways we define ourselves in a world that constantly tells us who we should be. With vulnerability and wisdom, he challenges us to embrace authenticity over external validation and reminds us that true significance isn’t found in status or success but in the connections we nurture and the love we share. Why listen? If you’ve ever questioned your place in the world, this episode will reignite your sense of self-worth. If you feel trapped by expectations, Jack’s words will encourage you to let go of labels and live freely. If you’re part of the LGBTQIA+ community or an ally, his story is a moving reminder that your truth matters. A celebrated author and podcast host of Queerphoria, and the brand director at Gay Star News, Jack has spent his career telling stories. But this one is his most personal yet—raw, poetic and unforgettable. Tune in for a transformative podcast that will inspire you to stop seeking permission, embrace who you are and realise that in a world that tells you you’re nothing, you’re everything.

    8 min

  3. FEB 27 · BONUS

    Letter To My Younger Self with Renée Elliott, the pioneering founder of Planet Organic and co-founder of Beluga Bean

    Renée Elliott, the pioneering founder of Planet Organic and co-founder of Beluga Bean, shares a deeply personal letter to her younger self in this nourishing micro-podcast episode. With her trademark warmth and honesty, Renée reveals ten heartfelt truths that have shaped her life and work. Each one is a testament to the power of trusting your inner voice and caring for your whole self. By the end, you’ll feel inspired to trust yourself more, prioritise your well-being, and embrace your own path with renewed confidence and calm. So grab a cosy seat and a cup of tea and tune in.

    10 min

  4. FEB 20 · BONUS

    Letter To My Younger Self with Zoe Kalar, founder and CEO of WeAre8

    In this micro episode meet Zoe Kalar, founder and CEO of WeAre8, the social media app that not only has zero tolerance for hate but that also generates millions of pounds shared across charities, creatives and users each and every month in the process. Tracking across the decades, Zoe’s letter is warm, authentic and full of the sort of advice we’d all love to give to our younger selves if we could just step back in time. This is your micro shot of inspiration and an episode that brings to life the transformative power of a simple letter.

    10 min

  5. FEB 13 · BONUS

    Letter To My Younger Self with Edward Perry co-founder of COOK, the award-winning frozen meals & puddings

    "Live each day in the present – for the day is all you have. Don’t think you’ll find satisfaction through external achievement – find your peace in each day and ride high on the small moments in life." Edward Perry, co-founder of COOK, was championing business as a force for good long before B Corps became a movement. In this micro episode, he shares a deeply personal Letter to My Younger Self – reflecting on the lessons, gratitude and experiences that shaped both his life and business. With wisdom only hindsight can bring, Ed reveals the truth about success – it’s not about sales figures or shop openings, but about purpose, people and love at the heart of it all. Whether you’re looking for inspiration, a fresh perspective on business or simply a reminder to embrace the present – this is your five-minute mindset reset. Listen now and let Ed’s words stay with you.

    8 min

  6. FEB 6 · BONUS

    Letter To My Younger Self with Jacqueline Gold CBE, former CEO of Ann Summers

    This micro episode shares the words and wisdom of the late, great Jacqueline Gold CBE, former CEO of Ann Summers, as she shares a letter written to her 12 year old self. In this highly emotional letter, Jacquline reflects on the incredible journey she went on from a young girl overcoming her own personal challenges to a highly respected businesswoman who pioneered change and empowered women in the boardroom as well as in the bedroom. This is your micro shot of inspiration and an episode that brings to life the transformative power of a simple letter.

    8 min

  7. JAN 30 · BONUS

    Letter To My Younger Self with Perry Haydn Taylor, founder of big fish the brand, design and marketing consultancy.

    Meet Perry Haydn Taylor, brand genius, design guru and true disruptor. Founder of big fish an award-winning brand, design and marketing consultancy.   His work shines out of many kitchen cupboards and fridges, from Dorset Cereals or Whole Earth to Gü desserts.  And in this brand new micro podcast episode Perry shares with us his unique ability to see magic in the mundane, his belief in the power of positivity and the lessons of a life well lived in an extraordinary letter written to his younger self.    This is your micro shot of inspiration and an episode that brings to life the transformative power of a simple letter.

    13 min

  8. JAN 23

    Letters to My Younger Self with Shamil Thakrar, co-founder of Dishoom

    In this heartfelt micro-episode, Shamil Thakrar, the visionary founder of Dishoom, pens a poignant letter to his younger self. Sharing his journey with vulnerability and grace, Shamil offers timeless advice on navigating life’s challenges, nurturing curiosity, and embracing the beauty in uncertainty. Shamil’s reflections on discomfort and resilience are truly transformative. He reminds us that our darkest moments often lead to the brightest opportunities, urging us to sit with discomfort, treat it with curiosity, and trust in our ability to navigate through life’s twists and turns. Holly reflects on how Shamil’s words resonate deeply with the entrepreneurial journey, where doubt and discomfort often accompany the pursuit of big dreams. She draws attention to his advice about trusting yourself in those “difficult spots” and how setbacks can often become the stepping stones to our happiest achievements. Holly’s takeaway? That resilience is built not despite challenges but because of them—and this is a lesson every founder, creator, and dreamer can benefit from. This episode is a must-listen for anyone seeking inspiration, whether you’re an entrepreneur striving to build a meaningful business or simply looking for guidance in life’s tougher moments. Shamil’s wisdom is not only a celebration of embracing your uniqueness but also a reminder to savor the richness of life’s small moments. Join Holly and Shamil as they delve into the transformative power of vision, curiosity, and courage. This episode will leave you feeling inspired to trust yourself, embrace uncertainty, and lead with heart.

    7 min
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5
out of 5
28 Ratings

About

Conversations of Inspiration brings you life changing wisdom along with heartbreaking stories of resilience, tenacity and triumph. Since launching two small business marketplaces (Holly & Co and notonthehighstreet), Holly Tucker MBE has spoken with more than 175 founders, creatives and entrepreneurs on this podcast who have been vulnerable enough to share what it really took to get them where they are today, with warmth and wisdom. Prepare to be inspired.

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