Dorothy Cascerceri Simone
That Greenwich Life
Hi, I'm Dorothy, a reformed celebrity gossip girl and mom of two living That Greenwich Life in the suburb of Greenwich, Connecticut. Once upon a time, I was a red carpet reporter and tabloid magazine editor in New York City, appearing on all your favorite TV shows spilling the secrets of the stars. But now, I'm using my storytelling power for a purpose far greater than gossip. My own traumatic journey to motherhood and late-stage pregnancy loss taught me that we're all dealing with hard stuff. And it's that shared experience that bonds us together more than we realize. You don't need to live i...
Author
Dorothy Cascerceri Simone
Category
Podcast website
Latest episode
Feb 2, 2026
Where to listen?
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Episodes
Ep 10, Season 2: Why We’re All Burnt Out and What To Do About It - A Season Finale Reflection 02.02.2026 1:02:06
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...
Ep 9, Season 2: Bending Beyond Limiting Beliefs, Sobriety and The Power in Accepting We Are All Powerless - with Special Guest Sarah Sadie Newett 26.01.2026 1:01:11
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...
Ep 8, Season 2: When Life Changes the Plan: Navigating Uncertainty and Redefining Giftedness with Special Guest Julie Vincent 19.01.2026 1:02:59
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 unans...
Ep 7, Season 2: Soul Contracts + Breaking Cycles of Generational Trauma with special guest shamanic healer Eve Kerwin, the White Buffalo Woman 12.01.2026 1:03:52
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 ex...
Ep 6, Season 2: The People We Grieve Who Are Still Alive - A Deep Dive into Estrangement with special guest Bianca Jade 05.01.2026 1:19:00
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 peopl...
Ep 5, Season 2: Reinvention, Identity Shifts + Finding What’s Next — with special guest Sharon Macey 22.12.2025 1:03:38
This week’s episode is for every woman who has ever looked at her life — the career, the home, the relationships, the routines — and quietly wondered: How did I get here… and what do I actually want next? We’re diving into the subtle identity shifts that happen over time — the ones we don’t always see coming. The ones that show up after motherhood, after loss, after burnout, after you’ve hel...
Ep 4, Season 2: Why Some Female Friendships Feel So Complicated — And What You Can Do About It with special guest Julia Dzafic of Lemon Stripes 15.12.2025 1:02:52
This episode opens the door to a conversation so many of you have been whispering about, DM’ing me about, and trying to navigate quietly on your own: how female friendships shift in midlife and especially in motherhood — and why it feels so confusing. If you’ve ever found yourself wondering why you don’t talk to your friends the way you used to, why coordinating even a 15-minute coffee feels impos...
Ep 3, Season 2: The Untold Mental Toll of Perimenopause — And Why You’re Not Imagining a Thing - with special guest, author Lauren Tetenbaum 08.12.2025 58:08
This episode opens the door to a conversation so many women have been craving: the mental and emotional side of perimenopause — the part no one prepared us for. If you’ve been waking up at 3am, feeling overstimulated, forgetting words mid-sentence, wondering why you don’t quite feel like yourself anymore — this episode is going to feel like a deep breath. I’m joined by therapist and author L...
Ep 2, Season 2: Why The Things That Stretch and Scare Us Help Us Grow The Most 01.12.2025 1:08:44
This episode pulls back the curtain on the night so many of you followed, supported, and helped bring to life: That Greenwich Life Live at the Hyatt Regency Greenwich. If you’ve ever taken on something that stretched you, scared you, or demanded a fuller version of yourself — this episode will feel familiar in all the best ways. It’s about the honest emotional journey so many of us face behind cre...
Ep 1, Season 2: A LIVE Podcast Experience of Growth + Resilience with special guest Dr. Lucky Sekhon 24.11.2025 59:25
This very special FIRST episode of Season 2 of That Greenwich Life presented by RMANY was recorded LIVE just a few days ago at the Hyatt Regency Greenwich , where an incredible room full of women gathered for an evening of community, conversation, and purpose. Thanks to the generosity in the room, we raised $13,700 and counting for Pencils of Promise , helping expand access to education for childr...
Ep 44, Season 1: Wrapping Up Season 1, the Power of the Pause and the Importance of Living In a Mindset of "We'll See" 10.04.2025 34:09
Welcome to Episode 44 of That Greenwich Life! This episode marks the final episode of Season One, and I’m taking a moment to reflect on the incredible journey this podcast has been. When I launched this show last year, I had no idea what it would become—how many people it would positively impact, how deeply personal it would get, and how much it would push me to grow. Over the...
Ep 43, Season 1: Don’t Wait for ‘Someday’ To Take That Bucket List Trip — How to Make an African Safari Happen with Special Guest Harsh Patil 03.04.2025 54:25
Welcome to Episode 43 of That Greenwich Life! If you’re looking for travel inspo for your next vacation, this episode is for you. Most of you know I’ve been a travel writer for over a decade, and if I had a dollar for every person who has asked me through the years, “What’s the best trip you’ve ever taken?” or “What trip should everyone take at least once in their lifetime?,” I...
Ep 42, Season 1: Breathing Through Your Nose, Day & Night – How Mouth Taping Transformed My Health and Sleep with special guest breathwork coach Jenn Warwick 27.03.2025 43:53
Welcome to Episode 42 of That Greenwich Life! We only have two more weeks until the Season One finale, and this may be one of my favorite shows yet because it’s something I’ve been dying to share with you for months now. If – like me - you’ve been waking up exhausted, feeling anxious, or you’re just looking for a simple and natural way to boost your energy,...
Ep 41, Season 1: Why Moms Are Always Anxious and the Tools We All Need To Return To Calm with Special Guest Alison Seponara 20.03.2025 49:59
Welcome to Episode 41 of That Greenwich Life! This week, we’re tackling something so many of us struggle with—anxiety, mom guilt, and the overwhelming pressure to do it all. But here are things we can do – real tangible tools to use when life gets to be too much. I’m joined by Alison Seponara , a licensed therapist, anxiety expert, and best-selling author of...
Ep 40, Season 1 - The Body Remembers: Why Some Moments Stay With Us Forever and the Importance of Accepting the Beauty with the Pain 13.03.2025 47:11
Welcome to Episode 40 of That Greenwich Life! As I'm getting closer to wrapping up Season 1, I’m scrapping my planned topic this week to talk about something real, raw, and deeply personal. As my daughter's 2nd birthday and the 6-year anniversary of my baby's passing approaches within weeks of each other, I'm reminded that dark and light, grief and joy, beauty and pain wi...
Ep 39, Season 1: You're Not Done - You're Just Becoming, with special guest Samantha Yanks 06.03.2025 43:18
Welcome to Episode 39, Season 1 of That Greenwich Life! Season 1 is soon wrapping but not before squeezing in another great guest and another great topic. If you’ve ever felt burnt out, ready to pivot, or unsure of what’s next or just "DONE, "this episode is your reminder that who you are at your core never really changes—you just evolve.  ...
Ep 38, Season 1: Staying Grounded, Filling Your Tank and the Long Road of Healing 27.02.2025 43:12
Welcome to Episode 38 of Season 1 of That Greenwich Life! This week, I’m taking a moment to reflect on staying grounded, finding balance, and letting go of the hustle—especially when life (or vacation) feels like a whirlwind. This episode is for anyone who feels like they’re always going, planning, doing—but struggling to simply be. After...
Ep 37 - Mom Humor, Speidi + Internet Trolls with special guest Megan Schinella 20.02.2025 36:58
Welcome to Episode 37 of That Greenwich Life! This week, we’re shifting gears and diving into something we all need more of—humor. Because let’s be real, life is chaotic, motherhood is exhausting, and the only way to survive it all is to laugh through the madness. Joining me is Megan Schinella , the creator behind one of my favorite Instagram accounts - @meg...
Ep 36 - Reinventing Yourself: The hustle of being a woman in media + celeb stories with special guest Amy Palmer 13.02.2025 42:03
In Episode 36 of That Greenwich Life, I’m diving deep with a special guest into reinvention, resilience, and reminiscing about our wild early days of celebrity journalism (think TRL, red carpets, and texting with Kim Kardashian on a Sidekick) My guest, Amy Palmer , (Instagram: @amypalmertv ) is an Emmy-nominated TV host, journalist, and executive producer wh...
Ep 35 - My New Show Intro And the Power in Allowing Ourselves To Always Evolve through a "We'll See" Mindset 06.02.2025 31:57
January was such an incredible month, and we're kicking off February with a solo episode that dives deep into self-discovery, personal growth, and a more focused mission for this show. I’ve been thinking a lot about what truly matters—not just for this podcast, but in my own life. Over the past year, I’ve navigated some big personal revelations, reevaluated what brings me joy,...
Ep 34 - Your 2025 Glow-Up Pt 5: Uplevel Your Living Space For More Peace - Plus The Importance of Carving Your Own Path 30.01.2025 36:24
This week in Episode 34 of That Greenwich Life, we’re wrapping up our 2025 Glow-Up Series with an inspiring conversation about creating spaces that nurture, comfort, and reflect who you are – no matter the size or location of the place you call home. My guest, Andrea “Andi” Sinkin Jaffe, founder of Andrea Sinkin Design , (Also @Andrea_sinkin_design on Instag...
Ep 33 - Your 2025 Glow-Up Pt 4: Making A Positive Environmental Impact Without Sacrificing Style (Don't worry, No Need To Quit Shopping!) 23.01.2025 40:06
In Part 4 of our New Year Glow-Up Series, we’re diving into the intersection of sustainability and style – and how you can combat excess consumerism this new year. But don’t worry, you don’t have to quit shopping altogether! I would NEVER ask that of you. My special guest, Carly Ridloff, is the founder of The Exchange Project (IG:@the.exchangeproject)...
Ep 32 - Your 2025 Glow-Up Pt 3: Listening To Your Inner Truth + Boundary Work That's Kind To Yourself and Others 16.01.2025 39:26
Welcome to Episode 32 of That Greenwich Life! In this solo episode, Part 3 of our 2025 Glow-Up Series, I’m diving into an essential but often overlooked part of the glow-up journey: learning to listen to yourself, setting boundaries with intention and how it’s possible to communicate those boundaries to others with honesty and kindness. This week I’m...
Ep 31 - Your 2025 Glow-Up Pt 2: The Skincare and Leveling Up Mindset You Need This Year 09.01.2025 42:38
Welcome to Episode 31 of That Greenwich Life! As we continue our 2025 Glow-Up Series, in Part 2, I’m thrilled to dive into a topic that’s more than skin-deep—skincare as self-care. This week, I’m joined by Nicole Caroline, a master esthetician with over 25 years of experience, a celebrity clientele, and a brand-new luxury spa right here on Greenwich Avenue, Nicole Caroline Skin...
Ep 30 - Your 2025 Glow-Up Pt 1: The Travel You Need To Book This Year 02.01.2025 45:27
It’s the 30th episode of That Greenwich Life and the first of 2025! I can’t believe how far we’ve come, and I’m so excited to kick off the year with a super fun special episode with tons of travel ideas as part of That Greenwich Life’s 5-part 2025 Glow-Up series this month. No New Year’s Resolutions here because – let’s be honest – who really keeps them? I k...
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