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 in Greenwich or even locate it on a map to join me every Thursday. All you need is a love for stories that are real, raw, and remind us just how resilient and connected we all really are. Now let's get started.
Episodes
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 past year, I’ve shared my own st...
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’d have my own private jet big enou...
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, this episode is for you.
&nbs...
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-s...
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 will always exist side-by-side. Somet...
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.
This week, I’m joined by
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 an epic February break with ...
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...
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 ) i...
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, and made a conscious decision to cr...
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 Read more
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) and I met her back in December ...
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 reflecting on my own experiences...
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.
Together,...
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 know I don’t. Instead of only hit...
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 many of us engaged in extreme peopl...
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 experiences helped me shift my pers...
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.
She’s dishi...
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 play a role, and how intermittent f...
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.
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