Dorothy Cascerceri Simone

That Greenwich Life

Society EN ↓ 55 episodes

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

Society

Podcast website

sites.libsyn.com

Latest episode

Feb 2, 2026

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Episodes

Ep 29 - Holiday Hustle Part 2: Rethinking Traditions, People Pleasing and What No Longer Serves Us 26.12.2024

     Now that the holidays are officially over, it’s time to look back on the last few weeks and identify what worked well and what just didn’t so next year we don’t end up in the same unfulfilling patterns during the precious time of the holiday season.      Too many of us KILLED ourselves to keep traditions alive that no longer serve us and our families, AND too man...

Ep 28 - Holiday Hustle Part 1: Finding Magic For Yourself While You’re Busy Creating It For Others 19.12.2024

This week, I’m sharing some holiday highs, a few stumbles, and why staying flexible is more important this time of year than ever before. From our family’s Christmas tree adventure (where nothing went as planned) to balancing holiday to-dos with quiet moments, it’s all about finding joy in the unexpected.       I also share a bit about past holidays that were tough and how those exp...

Ep 27 - Perimenopause: Why we're Hot, Irritable and Can't get the scale moving - and what we can do about it 12.12.2024

     In yet another follow-up to the past two episodes about body image, this week I’m joined by Dr. Shieva Ghofrany, an OB-GYN with 25 years of experience and the founder of Tribe Called V. She has shepherded me – and countless other women and families -  through some pretty traumatic medical hurdles, and she is talking all things perimenopause with me this week in the studio....

Ep. 26 - How To Love Our Bodies, Part 2: The Skinny on Intermittent Fasting 05.12.2024

This week, we’re diving into Part Two of our body image conversation. Everyone faces their own struggles, and while they may vary in size, what truly matters is how significant those struggles feel TO YOU. It’s not about whether others think your concerns are valid—it’s about how YOU perceive and deal with them. I’m sharing more about my postpartum recovery journey, how hormones and perimenopause...

Ep. 25 - How To Love Our Bodies, Part 1 28.11.2024

This Thanksgiving, instead of worrying about our bodies or what we’ve eaten, let’s focus on positivity and gratitude. Yes, there's something about every one of our bodies we wish we could change, but while the world may judge our size or shape – and sometimes we are our own harshest critics -- it’s our job to remind ourselves that we are beautiful, blessed, and deserving of self-love. This week, I...

Ep. 24 - Mo News: Keeping Us All Calm In A Never-ending News Cycle 21.11.2024

This week, I’m still reflecting on the post-election mood and no matter which way you voted, we have to find a better way to understand one another, even when we disagree, and we have to find a better way to understand the facts. I’m sharing my go-to resource for staying informed without the drama and false info: Mo News, and I’m joined by Mosheh Oinounou, founder of Mo News and former Emmy, Murro...

Ep. 23 - Just Be A Good Neighbor 14.11.2024

The election is over, and whether your candidate won or lost, we ALL have the chance to choose kindness and tolerance toward each other and reject hate every single minute of every single day. It’s not often on this show that I talk about specific things that happen in Greenwich that involve other people – afterall it’s NOT a gossip show even though some would like to hear the juicy dish on this t...

Ep. 22 - My Night With Diddy 07.11.2024

It’s time to tell the story of how I ended up sharing a private moment – and a drink – with one of the biggest rap moguls in music history one night in the early 2000s. He is now in federal custody after being arrested and charged for multiple crimes including sex trafficking with two dozen other lawsuits filed against him accusing him of drugging, assulting and even raping people.  You don’t...

Ep. 21 - When You're Sick Of Being Sick 31.10.2024

Being sick sucks. Being really sick – I’m talking “hospital” sick, “can’t-figure-out-what’s-wrong-and-you-have-to-see-a-million-specialists” sick really sucks.  It’s an emotional roller coaster whether you are the patient or someone you love is.  It can be traumatic – I know it was for me when I went through 4+ years of pregnancy loss, miscarriage, and failed IVF – and navigating the hea...

Ep. 20 - The Blueprint Of The Real You 24.10.2024

If you want to live your life as your authentic self – not the person you want others to see – but as you, the real you, then we all know we have work to do and tools to find that can help with that.  One of those tools is Human Design. Never heard of it? Yea, me neither, but I learned a lot this week from  my in-studio guest, Brianne Cuttler of Be Aligned, an intuitive life and success...

Ep. 19- What Is Success? 17.10.2024

Have you ever felt like you’re giving maximum effort to something but still feeling stuck? You aren’t getting the results you want, no matter how hard you try. The truth is, there is something each and every one of us wants to change right this very minute – about ourselves, about our lives, about others (good luck with that!), and there's one place we can all start: we can change our definition o...

Ep. 18 - Silence Is A Hurtful Thing 10.10.2024

In Episode 18 of That Greenwich Life, your host, Dorothy Cascerceri Simone, is digging into the secondary trauma so many listeners reported experiencing while going through one of the hardest times of their life: The silence of people they considered to be their closest support system.  This crushing disconnect can make a dark time darker, and you will never believe (or sadly you may know you...

Ep. 17 - A Hot Mindset 03.10.2024

In Episode 17 of That Greenwich Life, your host, Dorothy Cascerceri Simone, is digging into what defines “HOT” – and it’s not what you think. Inspired by a “45 and HOT” Greenwich birthday party she attended, Dorothy brings fellow Greenwich Mom and Head of Community at HeyMama on the show, Penny Goffman to talk about this confidence-based mindset we all need to have, no matter our age.  Stay t...

Ep. 16 - Invite It In For A Cup of Tea 26.09.2024

In episode 16 of That Greenwich Life, Dorothy Cascerceri Simone continues the conversation from last week and shares a bit more about her personal grief journey. More importantly she’s sharing a few tools she has learned along the way that have immensely helped her – and can help you too (or can even help you help a loved one or friend who is going through a challenging time). Follow Dorothy for m...

Ep. 15 - You've Been Planted 19.09.2024

It took 15 episodes of That Greenwich Life for our host Dorothy Cascerceri Simone to break … really break.  This week, she proves that grief enters the chat when we least expect it, and if you’ve endured loss, heartache or heartbreak of any kind, this episode is for you. It’s personal. It’s emotional. But there’s always light at the end of the tunnel. She reached for a tissue box, and you may...

Ep. 14 - Depth Over Breadth 12.09.2024

HUGE Announcement this week on That Greenwich Life! The show officially has its very own MERCH store!!!  Hats, sweatshirts, coffee mugs, even baby onesies – if you want it, we’ve got it! SHOP NOW through my website – https://dorothyontv.com – just click the SHOP tab at the top of the page. On Episode 14 of That Greenwich Life, Dorothy is joined in the Podpopuli studio by Kate Stone, the owner...

Ep 13 - The Whiplash Is Real 05.09.2024

This week’s episode addresses the whiplash of life we all feel from time to time. That moment of peace and happiness when something great happens and then that low low when things don’t go as planned or we get bad news. It’s so hard in these moments to cope, keep up and make sense of it all. Stay tuned to the end of the episode for the weekly “Work ON.” Just like we all have our daily and weekly w...

Ep 12 - Oh No, No...I can never say NO! 29.08.2024

The quote: “ ‘I just don’t want that for myself anymore’ is a valid enough reason to stop anything” kicked off this new episode about the power of the word NO. Too often we kill ourselves in the spirit of saying yes to everything – and everyone – and many of us are too afraid to create healthy boundaries. Joining me to discuss this and more is my longtime friend, Public relations powerhouse Gwen W...

Ep 11- When Plan A Fails, Plan B Can Be Even Better 22.08.2024

This week’s episode was supposed to be a solo ep, but the person who inspired it has been begging me to co-host the show, so this week I’m so thrilled to be joined by my 8-year-old son, Nicholas. I’ve always said when Plan A doesn’t work out – we’re talking about the small things in your day-to-day and the larger things in life too – that Plan B is not always the “lesser, back-up plan.” In fact if...

Ep 10 - But Which Is Scarier - Complacency Or Taking That Risk? 15.08.2024

In this week's episode, joining me to share her inspiring leap is two-time Emmy award-winning national journalist turned entrepreneur, Jillian Mele. You’ve seen her on Fox & Friends and WPVI-TV in Philadelphia, but she walked away from her dream career because she knew she needed a change, and now she’s helping people shape and tell their stories through her latest business venture called Skil...

Ep 9 - Pick A Direction, Any Direction. But Pick One! 08.08.2024

In this week’s episode, we’re talking about how important it is to pick a direction when we communicate our needs and desires to others, and how too often we struggle getting clear with ourselves. We think we want one thing but we say we want something different, and then we wonder why the universe isn’t giving us what we’re seeking. And stay tuned to the end of the episode for the weekly “Work ON...

Ep 8 - Let's face it...we all need Face Yoga! 01.08.2024

We’ve talked a whole lot about keeping our minds and lives in balance on That Greenwich Life, but in this week’s episode, we’re focusing on our bodies. We’ve all dabbled in yoga at one point or another, but have you heard of the hottest new trend – Face yoga? I’m joined by yoga and meditation instructor, on-air fitness personality, my friend and Greenwich resident, Nicole Glor, who you’ve seen on...

Ep. 7 - Help! I Can't Accept Help! 25.07.2024

In this week’s episode, I’m talking about our resistance to help from others – especially when we need it most – and what’s behind it. The days of being a martyr are OVER, people! And stay tuned to the end of the episode for the weekly “Work ON.” Just like we all have our daily and weekly workouts, on That Greenwich Life, I’m leaving you each episode with your weekly “Work ON” -- something small y...

Ep. 6 - Want More Joy In Your Life? Clear Space For It 18.07.2024

In this week’s episode, I’m talking about something we could all use more of in our lives – JOY! - and the difference between joy and happiness. I bet you thought you were the same thing – so did I. I’m joined by special guest, mindset and wellness coach, yoga and meditation instructor and founder of “Clear Space For Joy,” Julie Vincent. She’s sharing some tips on how we can clear space in our own...

Ep. 5 - Great Expectations - or maybe not so great? 11.07.2024

In this week’s episode, I’m talking about expectations – those stories we create in our minds that can oftentimes lead to major disappointment. But did you know there are things we can do in the moment to stay more open-minded and accepting of however a situation unfolds? Stay tuned to the end of the episode for the weekly “Work ON.” Just like we all have our daily and weekly workouts, on That Gre...

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