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"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...."
8 PODCASTS TO BE LISTENING TO IN 2025
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"Dorothy Cascerceri Simone is a powerhouse creator with an established journalism career, blending her expertise as a travel writer and media personality into her latest venture: the must-listen podcast, That Greenwich Life."
SEASON 2 COMING FALL 2025
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Carmela Kauffman, Owner
Room For Paws Pet Resort, Season 1 Sponsor:
"Rarely do you come across someone professionally whose values align so effortlessly with your own. Through our collaboration, we’ve gotten to experience Dorothy's spirit, knowledge and expertise. Her thoughtful guests, intentional programming, and vision resonate deeply with our brand. She is a champion of female‑owned local businesses, and her every episode brings meaning and empowerment to the community.
We are incredibly grateful
to have been part of her journey."
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CheckMe Out
on the other side of the mic
