In this episode of Mom to MORE®, Sharon Macey welcomes media personality, podcast host, and storyteller Dorothy Cascerceri Simone, the voice behind That Greenwich Life. Dorothy has worn many professional hats including celebrity journalist, television host, producer, live event emcee, luxury Travel writer, and now podcast host and auctioneer.
In this honest conversation, Dorothy shares how Motherhood reshaped her ambition and led her to create an intentional hybrid mom life, designing her work around her children while still pursuing creative opportunities that energize her. She also opens up about her infertility journey, including multiple miscarriages and a late stage pregnancy loss.
Tune in for a candid conversation about resilience, reinvention, vulnerability, and redefining success in motherhood and career.
[00:00] Introduction [02:14] Dorothy’s “intentional hybrid mom” approach to work and motherhood [05:05] Why motherhood came at the perfect time in her career [09:18] Finding her voice through podcasting [14:35] Her infertility journey and late-stage pregnancy loss [18:02] Breaking the silence around miscarriage and infertility [22:23] Lessons learned from hardship and healing [25:05] Launching That Greenwich Life and hosting live events [29:13] Discovering an unexpected talent as a live auctioneer [32:05] The mom skills that translate into career success [35:10] Celebrity interviews, boundaries, and motherhood lessons [37:46] Advice for women doubting their next chapter [42:23] Dorothy’s vision for her “more”
Meet my guest, Dorothy Cascerceri Simone:
Website https://www.dorothyontv.com
Instagram https://www.instagram.com/dorothyontv
Podcast That Greenwich Life
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Keep an eye out for episode #60 of the Mom to MORE® podcast where Sharon is joined by Samantha Yanks, Editor in Chief of Westport, Weston & Wilton magazine and cofounder of The Connecticut Edit. Coming soon – you won’t want to miss it ♥
