Hustle Her
Hustle.Her is a podcast that inspires women through real-life experiences that have shaped host Deshay Caines and her guests into the entrepreneurs and leaders they are today. Each episode features conversations with female entrepreneurs, leaders, and ultimate hustlers, offering motivation, actionable takeaways, and a little kick in the butt to help listeners become their best selves.
Episodes
Hustle Her - Maxanne
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 mask
Hustle Her - Denise
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
Hustle Her - Dr. Jana
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
Hustle Her - Michelle
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 ac
Hustle Her - Nicole
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
Hustle Her - Polina
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
Huste Her - Laurie
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
Hustle Her - Christie
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
Hustle Her - Tina
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
Hustle Her - Dad (Dwayne)
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
Hustle Her - Linda
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
Hustle Her - Shurnett
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
Hustle Her - 50th - Part 2
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
Hustle Her - 50th - Part 1
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
Hustle Her - Olamide
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
Hustle Her - Betty
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
Hustle Her - Teena
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
Hustle Her - Tyka
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
Hustle Her - Caroline
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
Hustle Her - Kim
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 in
Hustle Her - Patrina
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 man
Hustle Her - DeVika
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
Hustle Her - Juanae
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,
Hustle Her - Dr. Carmen
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
Hustle Her - Kirsten
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
Hustle Her - Amy
Meet Amy Ponnampalam, CEO of Athora Life Re Ltd a powerhouse in the world of insurance. Our conversation is a heart-pounding, deep-dive into her intriguing path from being a hotel waitress to leading a major company, stretching the limits of what's considered the 'traditional' career trajectory. We chat about her early days, an unexpected switch to actuarial science, her favorite co
Hustle Her - Suzanne
Have you ever wondered how a top executive in the insurance industry finds balance between a demanding career, family life, and personal passions? Prepare to have your curiosity satisfied as Suzanne Williams, Director of Policy, Regulation, Corporate Secretary and Data Privacy Officer for the Association of Insurers and Reinsurers in Bermuda, peels back the curtain to reveal the secrets to her suc
Hustle Her - Shira
Are you ready to be inspired? Join me for a conversation with the remarkable Shira Jatto, the marketing and communications director for One Communications, as we take an unflinching look at her life. From the mundane (her love for gummies and Bruce Willis) to the meaningful (her successful career in the ruthless telecommunications industry and the personal struggles of balancing work and family li
Hustle Her - Lorene
Ever thought of transitioning from a corporate job to entrepreneurship? Lorene Phillips, Founder and CEO of Clarendon Wallace , did just that. She shares her inspiring journey from being a waitress, breaking into the insurance industry, to establishing her own company, Clarendon Wallace . Right off the bat, Lorene reveals the struggles and victories she faced, how she found her footing in an unfa
Hustle Her - McKenzie-Kohl
Get ready to meet McKenzie-Kohl Tuckett, a dynamic Bermudian who's making waves at the University of Bristol and Hong Kong. From her passion for wiener dogs to her unique backstage requests, McKenzie isn't your average student. She'll share her love for pink, her latest vacation to Paris, her experience at a Beyonce concert, and why she would choose Earl Grey tea in a celebrity gree
Hustle Her - Carika
In our latest podcast episode, we had the honor of engaging in a deeply insightful conversation with Dr. Carika Weldon, a woman of grit and determination, who is recognized as the first sole black founder of a genomics company, CariGenetics. We step into her world, exploring her personal interests that range from Netflix shows to her exceptional baking skills, giving you a glimpse of the woman beh
Hustle Her - Kristen
Cutting the Cord with Kristen Carreiro. Kristen is the Owner of Modblu Bermuda, a size inclusive clothing boutique for women. If you are looking to cut the cord in your 9-5, listen up to the relatable advice Kristen shares on her experiences in her entrepreneurial journey.
Hustle.Her - Tracy
"Who's Your Boss" with Tracy Berkeley y . Tracy is the first female CEO of the Bermuda Tourism Authority.
Hustle.Her - Natasha
"Who's Your Boss" with with Natasha Scotland Courcy . Natasha is the CEO of Athene Life Re.
Hustle.Her - Ashleigh
Cutting the Cord with Ashleigh Simons Ashleigh is the CEO and Formulator of Sade Milan Skin, a modern all-natural feminine care brand . If you are looking to cut the cord in your 9-5, listen up to the relatable advice Ashleigh shares on her experiences in her career journey.
Hustle.Her - Alaire
Cutting the Cord with Alaire Godfrey. Alaire is the Managing Director of Ultimate Imaging Centre. If you are looking to cut the cord in your 9-5, listen up to the relatable advice Alaire shares on her experiences in her career journey.
Hustle.Her - Samaela
Cutting the Cord with Samaela Cannonier. Samaela is the owner and CEO of The Crowned Experience, Bermuda’s Premier Extension Specialist. If you are looking to cut the cord on your 9-5, listen up to the valuable advice Samaela shares on her experiences in her entrepreneurial journey.
Hustle.Her - Shi-Vaughn
Cutting the Cord with Shi-Vaughn Lee. Shi-Vaughn is the founder of Dove and Butterfly. If you are an aspiring entrepreneur, listen to the excellent advice Shi-Vaughn shares on her experiences in her entrepreneurial journey.
Hustle.Her - Alexa
Ultimate Hustler with Alexa Lightbourne the Management services partner, Government of Bermuda
Hustle.Her Shanna
Cutting the Cord with Shanna Hollis of Shanna Hollis Designs
Hustle.Her Renee
Who’s Your Boss with The Hon. Renee Webb former government minister of Bermuda and Member of Parliament.
Hustle.Her Latonae’
Ultimate Hustler with Latonae’ Smith AKA THUNDEEE.
Hustle.Her - Dr. Samantha
Ultimate Hustler with Bermuda’s 1st Neuropsychologist Dr. Samantha Scott-O’Bannon.
Hustle.Her Maxanne
Who's Your Boss with Bermuda's 1st Female Senior Magistrate Maxanne J. Anderson.
Hustle.Her Zenika
Who's Yours Boss with Zenika Simons. Zenika is the 1st black female Senior Manager at PwC Bermuda.
Hustle.Her - Krystle
Who's Your Boss with Krystle DaPonte. Krystle is the Senior HR Manager and Vice President at Marsh McLennan. If you are a leader or working to become a leader in your career listen up to the journey and advice Krystle shares.
Hustle.Her - Chelsea
Cutting the Cord with Chelsea Warren. Chelsea is the founder of Uptimum Bodied LLC. If you are an aspiring entrepreneur, listen to the excellent advice Chelsea shares on her experiences in her entrepreneurial journey. It's not always easy, but it is worth it.
Hustle.Her - Jasmine
They say the ultimate juggling act is to maintain a thriving career while nurturing a family, and Jasmine DeSilva is a virtuoso in this high-wire performance. As I sat down with this strategic business dynamo and wellness advocate, we navigated the tapestry of her life, revealing how she's seamlessly woven her roles as a senior VP, a fitness director, and a devoted mother and partner. Jasmine
Hustle.Her - Flora
A special episode with Olympic GOLD Medalist Flora Duffy.
Hustle.Her - Cessa
Cutting the Cord with Cessa Edwards. Cessa is the Owner of Bermuda Longtail Real Estate & Co-founder of Soft Landing Relocation. If you are looking to cut the cord on your 9-5, listen up to the excellent advice Cessa shares on her experiences in her entrepreneurial journey.
Hustle.Her - Naomi
Cutting the Cord with Naomi Garrick. Naomi is the founder of Garrick Communications. If you are looking to cut the cord on your 9-5, listen up to the excellent advice Naomi shares on her experiences in her entrepreneurial journey.
Hustle.Her - Akierra
Who's Your Boss with The Hon. Akierra Missick. Akierra is the Minister of Physical Planning & Infrastructure Development of the Turks and Caicos Islands. If you are a leader or working to become a leader in your career listen up to the journey and advice Akierra shares.
Hustle.Her - Shervelle
Ultimate Hustler with Shervelle Burch (my Mommy), who has an inspirational story of perseverance and strength. Tune in and learn about a teen mom, teacher, my-shero, and ultimate hustler.
Hustle.Her - DeShae
Ultimate Hustler with DeShae DeShields-Grant. DeShae is the definition of the ultimate hustler. She is a marketing manager by day and a serial entrepreneur by night. Not only do we share a love of events, but we also share a name. Tune in to the story of the girl boss, shero, mom, wife, and ultimate hustler.
Hustle.Her - Hazel
Who's Your Boss/ Ultimate Hustler with Hazel Clark. Hazel is the Director of Sports Business Development for the Bermuda Tourism Authority. She has an amazing story of development, resiliency, marketing yourself, and pivoting! Join me as I interview a fellow "daddy's girl" about the journey and listen to the invaluable advice she shares.
Hustle.Her - Dr. Desiree
Cutting the Cord with Dr. Desiree Spriggs. Dr. Spriggs is the director of Operations of Helix Genetic & Scientific Solutions. If you are looking to cut the cord on your 9-5, listen up to the excellent advice Desiree shares on her experiences in her entrepreneurial journey.
Hustle.Her - Dasha
A special episode of Hustle Her with Dasha, who recently passed her NCLEX exam. Join me as she takes us on her journey to a Registered Nurse at 21.
Hustle.Her - Dr. Shanna-Lee
Cutting the Cord with Dr. Shanna-Lee Burch. Shanna-Lee is the founder and Dental Director of Avant Dental. If you are looking to cut the cord on your 9-5, listen up to the excellent advice Shanna-Lee shares on her experiences in her entrepreneurial journey.
Hustle.Her - Shellé
Who's Your Boss with Shellé Hendrickson. Shellé is the Head of Healthcare at AXA XL. If you are a leader or working to become a leader in your career listen up to the journey and advice Shellé shares.
Hustle.Her - Kaelyn
Kaelyn Kastle is an artist influencer with just under a million followers on her platforms. From going viral to making music, she is a force to be reckoned with and continues to grow her brand in many aspects.
Hustle.Her - Lara
Cutting the Cord with Lara Smith. Lara is the founder & creative director of LDS Multimedia. If you are looking to cut the cord on your 9-5, listen up to the excellent advice Lara shares on her experiences in her entrepreneurial journey.
Hustle.Her - Intro
The intro episode of Hustle.Her where we hear from the host Deshay. She will explain what Hustle.Her is about and why you want to listen.
