Pour Me a Story
Pour Me a Story
Podcast Description
The inimitable and fearless Debbie DeFrancesco hosts thought-provoking conversations with industry leaders, bold innovators, and fascinating changemakers across a range of fields. With her signature wit, warmth, and unfiltered honesty, Deborah dives deep into the stories behind the people shaping culture, challenging norms, and pushing boundaries. Whether you’re here to laugh, reflect, or gain a fresh perspective, this is more than just a podcast, it’s a space for meaningful dialogue, unexpected insights, and a good cocktail or two. So pour yourself a drink and settle in for an unforgettable ride.
Podcast Insights
Content Themes
Focuses on resilience, creativity, and personal growth, with episodes like 'A Portrait of Resilience: Malik Williams' covering themes such as the challenges of the hospitality industry, mental health, parenting, and the importance of mentorship.

The inimitable and fearless Debbie DeFrancesco hosts thought-provoking conversations with industry leaders, bold innovators, and fascinating changemakers across a range of fields. With her signature wit, warmth, and unfiltered honesty, Deborah dives deep into the stories behind the people shaping culture, challenging norms, and pushing boundaries. Whether you’re here to laugh, reflect, or gain a fresh perspective, this is more than just a podcast, it’s a space for meaningful dialogue, unexpected insights, and a good cocktail or two. So pour yourself a drink and settle in for an unforgettable ride.
Debbie sits down with the wickedly sharp and super funny Kelly MacFarland for a conversation that swings from espresso-martini worship to the kind of soul-level honesty most people spend years avoiding. They dive into the messy beauty of friendship, the gut-punch reality of losing parents, and the corporate-world chaos that can grind down even the toughest among us. Kelly opens up about clawing her way into stand-up, the grit behind self-producing her special Hot Gnome, and why trust and presence aren’t just comedy tools, they’re survival skills. It’s a raw, hilarious, and deeply human conversation packed with stories you’ll feel in your chest and laughs that hit a little too close to home.
Topics
00:29 Mutual Friends and Funny Anecdotes
00:48 Espresso Martinis and Wedding Stories
04:32 Comedy Style and Career Journey
10:50 Challenges and Triumphs in Comedy
28:04 Balancing Personal Life and Career
31:51 The Dyson Hairdryer Saga
32:11 Dyson Repairs and Sponsorship Dreams
33:39 Coupon Boners and Finger Boners
34:20 ADHD and Tangents
34:49 IVF and Endometriosis
38:40 Intrusive Thoughts and OCD
43:18 Postpartum Depression and Prozac
44:28 Losing a Friend to Suicide
49:52 Parenting and Transparency
53:02 Hustling and Childhood Lessons
56:36 Performing at TD Gardens
58:07 Losing Parents and Finding Purpose
01:01:04 Going All In: Self-Funding and Producing
01:01:24 The Journey of Self-Production
01:03:07 Finding the Right Team
01:06:48 The Comedy Special: Hot Gnome
01:09:12 Comedy Inspirations and Influences
01:12:25 Personal Stories and Reflections
01:23:53 Wrapping Up: Final Thoughts and Farewells

Disclaimer
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