Hustle Her

Episoade

• Hustle Her - Maxanne 31.05.2026 1h 17min

  Maxanne Caines joins me for a real, funny, and honest look at how she becomes who she is, from a childhood shaped by structure and love to a life built on pivots, service, and joy. We talk dyslexia, confidence, career turns, and what it actually means to sit on the City of Hamilton council and represent residents well. We get real about her experience with severe dyslexia and ADHD traits, what masking looked like in school, and why self-talk, tools, and grace still matter even when you’re co...
• Hustle Her - Denise 03.05.2026 38min

  You can’t solve a problem you refuse to name, and Bermuda has been trying to address homelessness without even having a legal definition for it. That’s why I invited Denise Carey, executive director of Home in Bermuda, to sit down with me after watching her take the room by storm at Disrupt HR. What she shares is clear, direct, and deeply human: homelessness isn’t a personality type, it’s an experience, and it can happen through far more pathways than most of us want to admit. We get into wh...
• Hustle Her - Dr. Jana 12.10.2025 44min

  What if the bravest thing you can say is, “I became a psychologist to save myself”? That line from Dr. Jana Otterbridge sets the tone for a conversation that moves with heart and precision, from adoption and identity to trauma, triggers, and the radical act of finding a therapist who truly fits. We don’t stay on the surface. We talk about the unnamed questions adoptees carry, the long tail of psychological injury, and how healing starts when we stop calling our wounds a personality and start ...
• Hustle Her - Michelle 21.09.2025 41min

  What happens when you step away from a successful career to rediscover your authentic self? Michelle Seymour-Smith's story offers a masterclass in intentional career transformation. Growing up in Spanish Point, Bermuda as a shy middle child, Michelle found her professional calling early – at just 13, she was helping with general ledger entries at an insurance company. This early exposure to accounting set her on a path that would lead to a 16-year career culminating as CFO. But when burnout ...
• Hustle Her - Nicole 18.05.2025 51min

  Nicole Fox knows the depths of loss and the heights of resilience, and she shares her inspiring journey with us in this moving episode. A devoted mother and tireless advocate from Bermuda, Nicole opens up about the heart-wrenching loss of her son Rico to gun violence and how it transformed her life. Her story is not just about tragedy but about finding purpose through pain, as she co-founded Mothers on a Mission to support families affected by violence. Nicole’s candid reflections invite us t...
• Hustle Her - Polina 01.12.2024 53min

  Discover the inspiring journey of Polina Branco, CEO of Two Point O Collective, as she shares her unique life story from growing up under communism in Southeastern Europe to leading a thriving creative agency in Bermuda. With compelling anecdotes from her childhood in diverse countries like Iraq and Cuba, Polina’s narrative is a testament to the power of education and resilience. This episode promises a rich tapestry of insights into how her early experiences have shaped her worldview, leader...
• Huste Her - Laurie 10.11.2024 46min

  Laurie Shiell from the Center Against Abuse joins me on the Hustle Her Podcast to share her heartfelt journey and insights into combating domestic violence. From her passion for Somerset cricket and morning rituals to her adventures in Korean skincare, Lori offers a personal glimpse into her life. We uncover the vital services the Center Against Abuse provides, such as counseling and legal advocacy, while discussing the pressing challenges of finding safe housing in Bermuda and the critical r...
• Hustle Her - Christie 29.09.2024 1h 2min

  Have you ever wondered how embracing courage could transform your life? Join us for a candid conversation with Christie Hunter-Arscott, advisor, speaker, and author of "Begin Boldly," as she shares her wisdom on authentic interactions, the importance of deeper conversations, and the power of choosing courage over confidence. Christie reveals the happiest moments of her life, often spent with family by the sea, and highlights her extraordinary ability to connect with people from all walks of l...
• Hustle Her - Tina 08.09.2024 59min

  When Tina Laws, renowned intimacy coach and relationship expert, sat down with me, Deshay Caines, we didn't just rehash the common relationship rhetoric. Our conversation unearthed the raw and often silent battles within abusive relationships, the importance of maintaining one's identity after saying "I do," and the powerful legacy we can build when we properly balance our work and personal lives. Tina's revelations about the significance of seeking professional help and her insightful advice...
• Hustle Her - Dad (Dwayne) 14.06.2024 54min

  What does it take to transition from a protective parent to a supportive mentor? Join us on this special Father's Day edition of Hustle Her, where I sit down with my father, Dwayne Caines, the CEO of The City of Hamilton, for an intimate and enlightening conversation. We share family traditions like celebrating Cup Match in Somerset and recount our unforgettable trip to Colombia. My dad, a night owl and lover of Jamaican cuisine, opens up about his daily routines and the inspiring figures tha...
• Hustle Her - Linda 14.04.2024 59min

  As we wade through the complexities of self-discovery and social justice, it's rare to find a beacon like Linda Bogle-Mienzer , who not only navigates these waters but also charts a course for others. On the latest episode of Hustle Her Podcast, I'm joined by Linda, whose 25-year tenure with the Bermuda Police Service has been a testament to the power of advocacy and the pursuit of equity. Her stories aren't just experiences to be shared; they're lessons to be absorbed, particularly when it c...
• Hustle Her - Shurnett 24.03.2024 42min

  Embark on a voyage of heritage and tenacity with my nana Shurnett Yvonne Nathan-Caines, who finally graces the Hustle Her Podcast with her presence. Through laughter and candid reflection, she shares the essence of her Jamaican upbringing and the playful mischief that nurtured her benevolent spirit. As we explore her family ties, it’s more than nostalgia; it's a salute to the community service and values that continue to steer her compassionate course in life. We're not just reminiscing about...
• Hustle Her - 50th - Part 2 10.03.2024 1h 12min

  Embarking on a journey through the highs and lows of human experience, today's Hustle Heart Podcast is a tapestry of laughter, tears, and the indomitable will that defines us. As your host, Deshay Caines, I'm thrilled to bring to the table Tyka's transformative tales, Auntie's (Maxanne Anderson) legal aspirations born from a poignant childhood memory, and Chelseas' tenacity in the face of adversity. Our stories intertwine to paint a vivid picture of the grit it takes to chase dreams and the r...
• Hustle Her - 50th - Part 1 03.03.2024 35min

  As the curtains rose at the Earl Cameron Theater, the air was electric with the anticipation of reconnecting with my powerhouse panel of women entrepreneurs. It felt like only yesterday that Maxanne Anderson, Jasmine DeSilva, Tyka Edness , DeVika Bourne, and Chelsea Warren had taken their first steps into the spotlight on the Hustle Her stage. Since then, they've soared, taking their businesses to new heights and inspiring a wave of up-and-comers with their authentic tales and leadership savv...
• Hustle Her - Olamide 21.01.2024 1h 12min

  Embark on a remarkable journey with the effervescent Olamide Olowe, CEO of Topicals, as she recounts the ascent of her skincare empire and the discipline that fuels her groundbreaking achievements. From marking her territory on Forbes 30 Under 30 for 2023 to launching the fastest-growing brand in Sephora's lineup, Olamide's story is a testament to the power of bridging analytical acumen with creative business tactics. She opens up about her life as a 'left brain creative', offering listeners ...
• Hustle Her - Betty 14.01.2024 36min

  Have you ever marveled at the dynamic force behind a business that breathes life into a community? Betty Doyling, the bubbly soul at the helm of Be Active for Life, joins us for an intimate chat about her evolution from a figure and fitness competitor to a beacon of health and entrepreneurship in Bermuda. Her journey is not just about squats and protein shakes; it's laced with the warmth of summer days, the comforting crunch of homemade nachos, and the melodies of a daughter's violin practice...
• Hustle Her - Teena 07.01.2024 53min

  As someone who juggles an array of hats, Tina Hostovich—Lockton Insurance's vice chair and an arts advisor appointed by President Biden—joins us to share her inspiring narrative that dances through the corridors of art, literature, and politics. Her debut book, "Welcome to the Jungle," serves as a gateway into her multifaceted life, blending a deep passion for the arts with her professional acumen. During our heart-to-heart, Tina lifts the veil on how personal rituals sustain her vibrancy, an...
• Hustle Her - Tyka 10.12.2023 45min

  Join me on another exhilarating episode of Hustle Her Podcast as we tour Bermuda with Tyka Edness, founder of the food brand Ate at 8. Tyka's vibrant storytelling will transport you right to the heart of her local food journey, sharing how her love of her local culture inspired her to start her own business. From the intriguing backstory of Ate at 8’s name to the intricate design of its packaging, you'll be captivated by the journey of creating a brand that screams “Bermuda”. But that's not ...
• Hustle Her - Caroline 26.11.2023 45min

  Have you ever wondered what it takes to transition from an executive to a non-executive role in a company? Join us as we uncover the answers with Caroline, a seasoned non-executive director for financial service companies and the 1st female Partner at PwC. Starting with the lighter side of life, we delve into what makes Caroline happiest, her skincare routine, and a few other fun facts. She then takes us on a ride through her life and career in Bermuda over the past 36 years, illuminating her...
• Hustle Her - Kim 17.11.2023 45min

  Have you ever wondered what it takes to cultivate resilience in the face of life-altering adversity? This episode will surely pique your curiosity as we uncover the life of Kim Roberts, an inspiring entrepreneur and author, who transformed personal hardship into a beacon of hope. Together, we will venture into her entrepreneurial journey, her favorite food, and even her celebrity crush! Delving into the depths of Kim's life, we unmask her battle with incarceration and how she repurpose...