Hustle Her

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 mas...

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 exper...

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 psyc...

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 a...

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 Mothe...

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 prom...

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 advocac...

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...

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...

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 ni...

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 equit...

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 servic...

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' tenacit...

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 business...

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...

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 s...

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 prof...

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 packa...

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 t...

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 i...

Get ready to be enriched and enlightened as we open up our world to Patrina O’Connor-Paynter, famously known as Power Girl Trina and 2023 Woman of the Year. Within this episode, we unravel her life’s journey through the entertainment industry, her philanthropic endeavors with Big Brothers Big Sisters Bermuda, and the many trials she has faced on her journey.    Brace yourselves as we uncover the m...

Ever wondered what it takes to lead a team of 40 spread across eight different locations? DeVika Bourne, SVP and Head of Underwriting Operations at PartnerRe, pulls back the curtain on her leadership journey in this insightful conversation. As someone who expertly juggles the responsibilities of her career and family, DeVika shares her experiences and wisdom on team management, growth, and develop...

Join me for a heart-to-heart chat with Juanae Crockwell, the new executive director of the Women's Resource Center. We peel back the layers of her fascinating journey, from fun personal favorites to intense life challenges. We giggle over her skincare routine and celebrity crush, while also delving into the darker side of her past. A brush with the law, being led astray by an older boyfriend,...

Imagine the resilience it takes to bounce back after a heartbreaking loss. This is the story of Dr. Carmen Rabain, an accomplished dentist, entrepreneur, and a woman with an indomitable spirit. In this deeply moving episode, we get a glimpse into Carmen's vibrant life and her journey to success. With an infectious love for food, good conversation, jazz music, and painting, Carmen's multi...

What happens when a woman, at the top of her game professionally, decides to ditch moisturizer even in the most humid climate on earth? Kirsten Beasley, head of office for WTW Bermuda, shares the intriguing answer to this, along with the story of her unusual skincare routine. Tune in and explore a candid conversation that meanders through Kirsten's love language, how she spent her first big p...