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That Greenwich Life

That Greenwich Life

Written by: Dorothy Cascerceri Simone
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Hi, I'm Dorothy Cascerceri Simone, and I'm taking you on a glamorous ride inside one of the bougiest, over-the-top zip codes in the country where I'm peeling back the layers beyond the lavish, luxurious lifestyle of That Greenwich Life. I've spent years as a magazine editor and media personality. I've interviewed A-listers like Brad and Angelina and talked celebrity news on just about every major TV network. I've worked for People magazine, In Touch Weekly and Life & Style, but these days with a new baby and an 8-year-old, I've traded in red carpets for the lacrosse field sidelines of Greenwich CT – but make no mistake my shoe collection is not collecting dust. In a town of Bentleys and Birkin bags – I own neither – I'm not apologizing for wearing Forever 21 with my Fendi. Join me each episode for authentic and unfiltered conversations about the real, raw relatable human experiences we all share whether you have 50 dollars or 50 mill in the bank: We're ALL struggling with something. Those BIG things in your life you wish you could change - the things that make 2am to 6am the hardest and longest part of the day. For me, it was a years-long trauma-filled fertility journey, but for you maybe it's finding love, your career, your kids, your aging parents, or your marriage. Together, we'll search for the best in the worst of times, find joy, peace and purpose in the mess, and transform, heal – and dare I say have loads of fun - as we grow. One thing I've learned is no matter how fancy or important you think you are, we are all joined on this journey called life. So let's talk . About your life, my life. Our life. THAT GREENWICH LIFE. Follow us now on Apple Podcasts, Spotify, or wherever you enjoy your shows.2024, That Greenwich Life, All Rights Reserved Social Sciences
Episodes
  • Ep 8, Season 2: When Life Changes the Plan: Navigating Uncertainty and Redefining Giftedness with Special Guest Julie Vincent
    Jan 19 2026

    Some seasons don't just stretch you — they quietly change how you see your life, your health, and the future you thought you were moving toward. And it can happen in an instant when one piece of news changes everything.

    The hardest part may seem like the moment you receive the news, but the long stretch of not knowing that follows can be even harder: the endless appointments, the unanswered questions, and the quiet fear that hums beneath the surface while life keeps moving forward .

    You're still parenting, working, showing up, and trying to stay hopeful… even when everything feels uncertain.

    On this episode of That Greenwich Life, we're talking about what happens when life hands you something you never planned for — and how you find your footing again when the ground underneath you shifts. My guest, Julie Vincent — @IamJulieVincent on Instagram - is a mother, advocate, and the founder of The Gifted Life — who shares her deeply personal journey of navigating her daughter's rare genetic diagnosis - followed by her own – and the years of uncertainty and the emotional toll of living in the in-between.

    Through her story, we explore how answers, even when they're hard, can become a turning point — and how choosing presence, truth, and self-trust can change everything.

    It's a conversation about optimism over panic, truth over denial, and learning how to live fully — right where you are.

    Thank You to Our Sponsors:

    • RMA of New York — our Season 2 Presenting Sponsor and leading fertility care provider

    • Jack Rabbits Gymnastics and Soccer Club — a beloved children's movement and enrichment space helping kids build confidence, coordination, and joy through play

    • Room for Paws Pet Resort — a trusted, full-service pet resort providing exceptional care and peace of mind for families and their furry family members

    Let's Connect!

    If this episode inspired you, please follow, rate, and review That Greenwich Life so more women can find these conversations. Follow me on Instagram @DorothyOnTV and check out my website www.DorothyOnTV.com for all updates and TGL merch. And watch this full episode on my Youtube Channel.


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    1 hr and 3 mins
  • Ep 7, Season 2: Soul Contracts + Breaking Cycles of Generational Trauma with special guest shamanic healer Eve Kerwin, the White Buffalo Woman
    Jan 12 2026

    Last week on That Greenwich Life, we opened a conversation so many of us have been carrying quietly for years — the shame, confusion, and emotional exhaustion of family estrangement.

    And the messages that poured in made one thing unmistakably clear: you are not alone.

    So in this episode, we're continuing that conversation — and going deeper - because estrangement doesn't usually begin with one explosive moment, one argument, or one final breaking point. It often begins inside toxic family systems — patterns we were born into, roles we never chose, and cycles that stretch back farther than any of us realize.

    In this episode, we explore generational trauma, and to help us unpack all of this, I'm joined by Eve Kerwin, also known as The White Buffalo Woman — a shamanic healer I found in the middle of one of the darkest seasons of my life. In a single session, she helped me make sense of my past, offered clarity around profound loss, and gently opened my eyes to what might still be possible in my future (which she SO ACCURATELY PREDICTED!) — when hope felt completely out of reach.

    Eve Kerwin has worked with clients around the world for decades, guiding them through grief, trauma, ancestral patterns, and spiritual awakening. Drawing from intuitive healing, soul work, and Akashic wisdom, Eve offers a deeply compassionate lens on why we experience the relationships and challenges we do — and how healing can ripple far beyond one lifetime.

    Thank You to Our Sponsors:

    • RMA of New York — our Season 2 Presenting Sponsor and leading fertility care provider

    • Jack Rabbits Gymnastics and Soccer Club — a beloved children's movement and enrichment space helping kids build confidence, coordination, and joy through play

    • Room for Paws Pet Resort — a trusted, full-service pet resort providing exceptional care and peace of mind for families and their furry family members


    Let's Connect!

    If this episode inspired you, please follow, rate, and review That Greenwich Life so more women can find these conversations. Follow me on Instagram @DorothyOnTV and check out my

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    1 hr and 4 mins
  • Ep 6, Season 2: The People We Grieve Who Are Still Alive - A Deep Dive into Estrangement with special guest Bianca Jade
    Jan 5 2026

    Listener Note: This episode includes discussion of suicidal ideations.

    There are some conversations we avoid because they're heavy and complicated - and because they bring up shame, grief, and questions that don't have easy answers.

    This episode is one of those conversations. But I'm not avoiding it any longer.

    This week on That Greenwich Life, we're opening the door to a topic so many people are living with quietly: family estrangement. Not the dramatic version people assume — but the slow, painful unraveling that happens when relationships meant to feel safe begin to feel harmful, draining, or deeply confusing. And this can also apply to friends who feel like family – or at least used to.

    My guest this week, Bianca Jade - @BiancaJade on Instagram -- is a TV host, content creator, and leading beauty, health, and lifestyle influencer who has openly shared her infertility journey and path to motherhood with a level of vulnerability and authenticity that has helped countless women, men, and families—including me personally. She has appeared on major outlets including the Today Show, CBS Morning News, Dr. Oz, and regional affiliates across the country.

    If you've ever felt torn between loyalty and self-protection…
    If you've ever questioned your own reality because "they're family"…
    If you've ever carried grief for a relationship that never became what you hoped it would or one that went from feeling safe and familiar to unsafe and unfamiliar…this episode is for you.


    Thank You to Our Sponsors:

    • RMA of New York — our Presenting Sponsor and leading fertility care provider

    • Constantino's of Greenwich - our episode sponsor for the easiest dinners weeknights or weekends and don't miss their homemade ice cream that my kids BEG me for!



    Let's Connect!

    If this episode inspired you, please follow, rate, and review That Greenwich Life so more women can find these conversations. Follow me on Instagram @DorothyOnTV and check out my website www.DorothyOnTV.com for all updates and TGL merch. And watch this full episode on my Youtube Channel.

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    1 hr and 19 mins
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