Anna Quindlen
Pulitzer Prize–winning author and journalist known for novels and essays about family life and culture, contributing readings and reflections about gifting, possessions, and holiday traditions in this episode.
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Dec 9, 2025 • 48min
Deep Dive with Anna Quindlen on The Art of Gifting and Regifting
In this insightful discussion, Pulitzer Prize-winning author Anna Quindlen shares her thoughts on the art of gifting and regifting. She reflects on the emotional ties to possessions and how the pandemic has shifted our relationship with them. Anna and Kelly explore the joys of passing treasures to loved ones and the significance of family traditions over materialism. They also share humorous anecdotes about regifting mishaps and reveal their family’s unique gifting practices, reminding us that the spirit of giving is what truly matters.
Dec 2, 2025 • 46min
Deep Dive with Anna Quindlen on Showing Up
Join Pulitzer Prize-winning writer Anna Quindlen as she shares profound insights on the importance of showing up for loved ones during the holidays. She reflects on the significance of personal traditions and how they ground us amid societal pressures. Anna and Kelly discuss the magic of in-person connections and how we can recreate those moments post-pandemic. With a touching personal story about family and unexpected support, they highlight the transformative power of presence. Plus, Kelly’s brother, Booker, offers travel tips to ease holiday stress.
