Pour Me a Story
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.
Episodes
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 behin...
In this solo episode, Debbie gets candid about feeling unmotivated and disconnected from her creative spark. To reignite it, she revisits past projects, including, Bitchless Bride, and rediscovers the hustle and passion that fueled her early work. She opens up about navigating menopause, the pressure to adapt to video-driven podcasting, and the emotional work of finding herself again. Debbie shares how looking back at past wins can...
Pack your bug spray and emotional baggage, Debbie’s hanging out with Matt Brand, author, VP of engineering, and camp nostalgia pro. They swap Welcome to Camp stories, but it’s not all campfire kumbayas. Matt gets real about his health wake-up call, ditching the high-cholesterol lifestyle, and what it means for a guy to face food issues in a world that rarely lets men talk about them. Part heart, part humor, and totally relatable, D...
Debbie gets real with Kim Miles, the powerhouse behind Miles in Heels Productions, a woman who’s turned charisma into a career and authenticity into an art. Together, they unpack the unfiltered reality of entrepreneurial women who play by their own rules. A TEDx speaker and former media pro, Kim shares her journey from sales hustler to event-production maven, revealing how strategy, humor, and authenticity drive her success. From c...
In this playful and heartfelt episode, Debbie gets a little help from her friend Koren who flips the script and interviews her! What starts as a simple intro quickly turns into a laughter-filled deep dive into Debbie’s wild and wonderful journey: from her podcasting past and writing adventures to the emotional rollercoaster of IVF. Expect honest moments, hilarious stories, and a few surprises as the two longtime friends swap tales ...
Debbie kicks back with Boston comic Corey Rodrigues for a hilarious and no-holds-barred convo that was so much fun, they had to split it into two episodes. They swap stories about life on stage, the wild ride of trying to stay healthy, and the weird pressure to lose weight when you really just want fries. Things get real as they dive into awkward workplace vibes, the rise of AI tools like ChatGPT (yes, we’re talking robot coworker...
Debbie kicks back with Boston comic Corey Rodrigues for a hilarious and no-holds-barred convo that was so much fun, they had to split it into two episodes. They swap stories about life on stage, the wild ride of trying to stay healthy, and the weird pressure to lose weight when you really just want fries. Things get real as they dive into awkward workplace vibes, the rise of AI tools like ChatGPT (yes, we’re talking robot coworker...
Debbie is joined by her friend and fellow advocate, Chris Therrien, for a heartfelt conversation about SUNS—Standing Up for Natick Students. Chris explains how the group got started and its mission to push back against misinformation from local parental rights groups while promoting inclusion and equity in schools. They dive into the importance of representation in school curricula (and why "opting out" misses the point), the uphil...
Meet Pam and David Griffin, the duo behind Chocolate Therapy, where every truffle comes with laughter and love. What started as a sweet twist of fate turned into a cocoa-fueled journey from corporate life to chocolate-making. From meeting Robin Roberts to landing on Oprah’s Favorite Things, they share the highs and lows of small business life including pandemic pivots like virtual tastings. With humor, heart, and a lot of chocolate...
Debbie sits down with chef and restaurateur, Chef Chris Coombs, for a lively chat about his wild ride from culinary school to running a restaurant empire. Chris dishes on kitchen chaos, life-changing mentors, and why he steered clear of the party scene in an industry known for excess. They dive into his latest venture, Bosse, a pickleball-meets-dining hotspot, and talk about how the food world is evolving. Chris also gets real abou...
Debbie is joined by the unstoppable Greta Bajrami, co-founder, CEO, and the powerhouse behind Golden Group Roofing. From her roots as an Albanian immigrant and teen mom to building a thriving construction empire with her husband Freddy, Greta’s story is nothing short of inspiring. They dive into the wild ride of entrepreneurship… the wins, the wipeouts, and everything in between. Along the way, Greta shares how integrity, grit, and...
In this heartfelt and engaging episode, Debbie sits down with her longtime neighbor and friend, Chanie Fogelman of the Chabad Center in Natick. They take a warm stroll down memory lane, reflecting on their journey as neighbors and diving into the beauty and meaning of Shabbat. Chanie opens up about the rich traditions of Orthodox Judaism from the deep symbolism of the mikvah to the sacred rituals of marriage, and the unique, inspir...
Deb talks with longtime friend Malik Williams. They dive into the joy of their reunion, discussing their past in the hospitality industry and Malik's impressive career as an Emmy-nominated composer. Over drinks, they explore the struggles and triumphs of maintaining creativity, mental health, and personal growth. Malik shares intimate stories from his challenging upbringing and stresses the importance of fatherhood, community invol...
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