That Greenwich Life

About That Greenwich Life

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.

Publisher

Dorothy Cascerceri Simone

Category

society & culture · society & culture

Language

en

Explicit

No

First episode

30 May 2024

Latest episode

2 Feb 2026

Latest episodes

55 episodes in the feed.

1. 

   2 Feb 2026

   Ep 10, Season 2: Why We’re All Burnt Out and What To Do About It - A Season Finale Reflection

   In this final episode of Season 2 of That Greenwich Life - dont worry I’ll be back for Season 3! - I’m solo and tackling burnout, nervous-system overload, and why constantly being “busy” has become the default — even when it’s costing us our peace. We are living in a moment of constant overload — mentally, emotionally, and digitally.Our brains were never designed to take in this much information: endless notifications, nonstop content, and the pressure to always be doing more. This conversation is an honest reflection on slowing down in a world that rewards productivity, multitasking, and optimization. I’m unpacking why multitasking isn’t the badge of honor we’ve been taught it is, how information overload is draining our energy, and why learning to work smarter — not harder — starts with discernment around our time and attention.If you’ve been chasing the next opportunity, juggling too many things at once, or feeling stretched thin despite loving what you do, this episode is for you. I’m exploring the idea of single-tasking, letting go of the glorification of “busy,” and creating space to actually be present — not as a luxury or failure, but as a necessary practice.Because we can’t keep going at this pace.This episode is an invitation to pause, slow things down, and reconnect with what actually allows us to show up as our best, most grounded selves.Thank You to My 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 membersLet’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.

2. 

   26 Jan 2026

   Ep 9, Season 2: Bending Beyond Limiting Beliefs, Sobriety and The Power in Accepting We Are All Powerless - with Special Guest Sarah Sadie Newett

   Long before we consciously think about it, we’re already making choices. How much to push. When to stay quiet. What feels possible — and what feels off-limits. Most of those decisions aren’t random. They’re guided by beliefs we’ve been carrying for years, often without realizing where they came from.This episode of That Greenwich Life is an invitation to slow down and examine those beliefs — especially the ones LIMITING us. So many of the limits we accept as “just the way things are” aren’t rooted in truth at all. They’re inherited, learned, and reinforced until they feel immovable. But they don’t have to be.My guest, Sarah Sadie Newett, is the founder of SSN, an award-winning movement practice studio in Westport that has built a deeply devoted community of people who return week after week — not just for physical results, but for transformation. She has decades of professional experience as a dancer and aerialist and has performed alongside artists including Lady Gaga, The Roots, and Lil’ Kim. She has collaborated with major wellness and fashion brands such as Max Mara, Alo Yoga, Rhone, and Beyond Yoga. Through movement and her own journey of sobriety, Sarah helps people challenge long-held assumptions about their bodies and abilities, creating space for confidence, trust, and possibility. Whether working with athletes, creatives, mothers, or high-performing professionals, her clients consistently leave feeling capable of far more than they imagined.This episode is about more than physical flexibility or strength. It’s about what becomes possible when beliefs change — not just in thought, but in practice. Because when your beliefs evolve, the way you move through your life evolves with them.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 membersLet’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.

3. 

   19 Jan 2026

   Ep 8, Season 2: When Life Changes the Plan: Navigating Uncertainty and Redefining Giftedness with Special Guest Julie Vincent

   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 membersLet’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.

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

57 ratings

Spotify

5.0 / 5

8 ratings

Podcast Authority Score: 41 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

44

Social presence

94

YouTube

0

Engagement

51

Contact That Greenwich Life

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.