Pretty Likkle Jacket

Kathy Wint, Richard Fitzpatrick
  • 5.0 (10)
  • Relationships

Hosted by longtime friends Kathy Wint and Richard Fitzpatrick, Pretty Likkle Jacket is a raw and heartfelt podcast that unpacks the deep, often-hidden truths we all carry—secrets, betrayals, and life-altering revelations. With nearly 30 years of friendship, Kathy and Richard bring both vulnerability and humor to conversations around identity, family lies, paternity surprises, and breaking generational cycles. Each week, they share their own stories, invite guests, and encourage listeners to open up, creating a safe and honest space for healing and connection. Because in the end, the truth always finds its way out—and when it does, it can either break you… or set you free.

  1. Oct 20

    Ep. 27 - 26 Children, One Father, and a Divided Family

    What happens when you grow up with very little, a father who has 26 children, and a family that never quite comes together? Kathy sits down with longtime friend Stanford Phillip for an honest, sometimes funny, and deeply personal conversation about his childhood in Antigua, growing up in poverty, and the complicated relationship he had with his father. From being forced to fend for himself at a young age to building a life on his own terms, Stanford shares why his upbringing shaped the man he is today. Despite his father's struggles with alcoholism, strict discipline, and absence from much of his childhood, Stanford says he never held resentment toward him. But with 26 siblings, four separate families, and disagreements over their father's estate after his passing, the family dynamics are anything but simple. Kathy challenges Stanford on forgiveness, accountability, and whether understanding someone's circumstances excuses their choices. Through it all, Stanford remains unapologetically himself, sharing his views on family loyalty, personal boundaries, respect, and letting go of anger. And while he may have made peace with his past, one question remains: Can a family divided for generations ever truly come together? Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

  2. Aug 11

    Ep. 26 - How Do You Actually Grieve Someone You Love?

    After a short break, Kathy and Richard return with an honest conversation about grief, loss, and the emotions that don't simply disappear with time. They reflect on losing parents, siblings, children, and close friends, the guilt that can follow, and why so many people struggle to talk openly about what grief really feels like. The conversation moves through personal stories, unexpected moments of humor, the pressure to stay strong for everyone else, and the phrases people often say that can make grieving even harder. Kathy and Richard also explore cultural expectations around loss, the value of therapy, and why there is no single "right" way to mourn someone you love. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

  3. Mar 24

    Ep. 25 - What We’ve Learned About Life After One Year

    Kathy and Richard celebrate one year of the podcast by looking back on the lessons that have stayed with them, not just over the past year, but over a lifetime. What starts as an anniversary conversation turns into a real, funny, and thoughtful exchange about aging, fear, self worth, boundaries, bullying, gratitude, and the wisdom that comes from lived experience. They talk about everything from not caring so much about what people think, to protecting your energy, learning when to say no, and why some relationships are better loved from a distance. Along the way, they reflect on family sayings, hard seasons, childhood wounds, and the small truths that help you keep going. It feels like sitting in on a conversation about life, resilience, and the things you only really understand after you’ve been through some stuff. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

  4. Feb 17

    Ep. 24 - He Lied About Antigua?

    Kathy and Richard flip the script and start asking each other the questions they have never fully unpacked in nearly 30 years of friendship. What begins as playful banter quickly turns into real talk about divorce, ambition, fear, legacy, missed moments with children, and whether happiness is freedom or alignment. They debate whether marriage is hard or just misunderstood, what it means to grow apart, and how regret can either weigh you down or push you forward. From parenting guilt to personal ambition, from faith to fearlessness, this conversation moves between humor and vulnerability in a way only longtime friends can. It is raw, honest, a little chaotic, and deeply human. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

  5. Feb 3

    Ep. 23 - Surviving Domestic Abuse and Choosing to Walk Away

    This episode is a raw and deeply personal conversation about surviving domestic abuse and finding the courage to leave. Kathy shares her story of physical, emotional, and psychological violence, the shame and fear that kept her silent, and the moment she realized staying would cost her life. Together, Kathy and Richard talk honestly about manipulation, control, faith, culture, and why leaving is often the most dangerous and complicated part. They reflect on hiding abuse, starting over with almost nothing, and the long road of healing through therapy. A powerful reminder that love is not supposed to hurt, and that choosing yourself can be the act that saves your life. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

  6. Jan 20

    Ep. 22 - Growing Up Caribbean, Family Trauma, and Learning Boundaries: Part 2

    We pick up where last week left off with Ricardo still in the studio, going deeper into why it can feel almost impossible for men to talk about being abused, especially in Caribbean culture where shame and labels keep people quiet. Ricardo shares the moments that made him realize how serious things were, from hiding his documents to finding his cassettes destroyed and thrown in the trash. From there, the conversation opens up into family patterns, what he witnessed growing up, and how his relationship with his father shaped the way he learned to protect his peace as an adult. There are a few funny moments too, but the heart of it is real: sometimes you love someone and still have to keep your distance. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

  7. Jan 6

    Ep. 21 - Growing Up Caribbean, Family Trauma, and Learning Boundaries: Part 1

    In part one of this conversation on Pretty Likkle Jacket,, Kathy sits down with her longtime friend Ricardo, with Arlene in the studio too, for a raw, funny, and heavy look at the backstory behind the guy everyone thinks has it all together. Ricardo shares what it was like growing up in the British Virgin Islands with roots in St. Kitts and Nevis, where fighting at school felt like survival and responsibility started young. He talks about a complicated father, harsh discipline, and the family dynamics that shaped his work ethic, his outlook on relationships, and his need to protect his energy. Ricardo also opens up about witnessing abuse at home, the promises his mother asked him to keep, and how those lessons carried into adulthood, including fatherhood and caring for his mom today. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

  8. 12/23/2025

    Ep. 20 - Growing Up Unseen and Finding Your Voice: Part 2

    In Part 2 of our conversation with Gwen, we go even deeper into the truth of family patterns, emotional wounds, and what it really takes to heal from the inside out. Kathy and Richard sit with Gwen as she opens up about her complicated relationship with her father, the pain of feeling unwanted, and the lifelong impact of growing up without affection. Gwen shares raw, powerful stories about breaking generational trauma, rebuilding her emotional health, walking away from alcohol, and choosing herself after years of carrying the weight of other people’s choices. She talks about the courage it takes to forgive without forgetting, the importance of real hugs and real connection, and why energy and intention matter so much in every relationship. This episode is a reminder that healing is messy, choosing yourself is necessary, and your story can help someone else find their way. If you’ve ever struggled with family disconnect, feeling unseen, or learning how to set boundaries that protect your peace, Gwen’s honesty will meet you right where you are. Listen in as we explore growth, heartbreak, resilience, and the beauty of reclaiming your own life. Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com Contact Kathy: Instagram: @thekathywint TikTok: @the.kathy.wint Contact Richard: Instagram: @dmellothe1 TikTok: @melltheirish Website: www.blacktriadentertainment.com Podcast Instagram: @prettylikklejacket Website: www.prettylikklejacket.com

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Ratings & Reviews

5
out of 5
10 Ratings

About

Hosted by longtime friends Kathy Wint and Richard Fitzpatrick, Pretty Likkle Jacket is a raw and heartfelt podcast that unpacks the deep, often-hidden truths we all carry—secrets, betrayals, and life-altering revelations. With nearly 30 years of friendship, Kathy and Richard bring both vulnerability and humor to conversations around identity, family lies, paternity surprises, and breaking generational cycles. Each week, they share their own stories, invite guests, and encourage listeners to open up, creating a safe and honest space for healing and connection. Because in the end, the truth always finds its way out—and when it does, it can either break you… or set you free.

Information

  • Creator
    Kathy Wint, Richard Fitzpatrick
  • Years Active
    2025 - 2026
  • Episodes
    28
  • Rating
    Explicit
  • Copyright
    © 2026 Pretty Likkle Jacket
  • Show Website
    Pretty Likkle Jacket