Pour Me a Story

Debbie DeFrancesco
  • 5.0 (28)
  • CAREERS
  • UPDATED WEEKLY

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.

  1. FEB 20

    Kicking It With New Co-Host Corey Rodrigues

    Debbie welcomes Boston comic Corey Rodrigues as the new co-host of “Pour Me a Story,” kicking off with drinks (the “Cherry Ghost”) and a frank debate about Valentine’s Day as a pressured, Hallmark-style holiday versus everyday appreciation. They share gift and experience stories (Nine Inch Nails tickets, Dutch oven) and discuss aging, menopause/perimenopause, health advocacy, and why many men—especially men of color—avoid doctors, while Corey describes getting screenings and even colonics. They swap personal moments about grief, body changes, massage comfort, weight loss, and bladder leaks from laughing, then plug the show’s social accounts and tease future guests.   Topics 00:00 Cold Open Chaos & New Co-Host Reveal (Deb + Corey) 01:00 Cheers to the 'Cherry Ghost' Cocktail 01:29 Do We Hate Valentine’s Day? The Pressure, the Hype, the Reality 04:41 Gifts vs. Everyday Love: Coffee, Cremer, and Real Appreciation 07:15 When Adults Have Money: Why Holiday Gifting Gets Weird 09:25 Experience Gifts & Music Talk: Nine Inch Nails and Birthday Wins 11:56 Mother’s Day Lesson: The Card Matters (Corey’s Story) 14:57 More Holiday Hot Takes + The ‘Nikka’ Whiskey Bit 20:32 Getting Older: Hot Flashes, Vegas, and Finally Seeing the Doctor 24:51 Men Avoiding Screenings: Stats, Fear, and Medical Mistrust 25:51 Health Scares & Why People Avoid the Doctor 26:20 Staying on Top of Checkups: PCP, Dermatologist, Colonoscopy 27:12 Colonics 101: What It Is (and Why Anyone Would Do It) 29:44 The Colonic Play-by-Play: Hoses, Water Pressure & Watching the ‘Results’ 33:39 Second Colonic Gone Wrong: The Russian Dude & ‘I’m Done’ 35:43 Massage Therapist Preferences: Comfort, Strength & Boundaries 40:27 Weight Loss, Body Judgment & Finding a Safe Practitioner 46:39 Men vs Women on Health Anxiety, Symptoms & When to Get Checked 52:48 Aging Bodies & ‘I’m Gonna Pee’: Perimenopause Talk and a Wild Comedy Story 56:07 Post-show pee confession & ‘Bridesmaids’ moment 56:30 Why ‘I peed myself’ is the ultimate comedy-show compliment 57:13 Jumping jacks, liners, and the dreaded M-word 57:47 ‘Moist’ vs ‘wet’: why the word gives people the ick 59:29 Bedroom talk etiquette: what to say (and not say) 01:01:52 Sexual jargon is cultural: c**k vs dick, boobs vs t*****s 01:04:49 Kid on a plane yelling ‘c**k’ (but meaning truck) 01:05:44 Deep dive: perimenopause → menopause → post-menopause explained 01:12:18 Hysterectomy, medical menopause, and learning from mom’s experience 01:17:33 Mortality talk: health, luck, and ‘if you knew you’d die at 72…’ 01:22:00 Wrap-up: leaking, peeing, and where to follow the podcast

    1h 24m

  2. 11/26/2025

    Sharp Tongues & Soft Spots with Comedian Kelly MacFarland

    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

    1h 27m

  3. 11/20/2025

    Debbie Solo! Overcoming Creative Blocks & Rediscovering the Hustle

    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 help move forward and teases fresh energy and exciting guests coming in future episodes.   Topics   00:00 Introduction and Setting the Scene 00:41 Solo Podcasting and Personal Reflections 02:18 Struggles with Motivation and Creativity 03:57 Journey in the Bridal Industry 05:41 Rediscovering the Hustle 09:58 Facing the Camera and Podcasting Challenges 12:10 Upcoming Guests and Final Thoughts

    14 min

  4. 11/12/2025

    Dads, Diets & Deep Camp Cuts with Matt Brand

    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, Debbie and Matt dive into growing up, glowing up, and laughing through it all.   Topics   00:23 Discussing Drinks and Casual Banter 02:45 The Importance of Camp Experiences 05:50 Writing and Publishing Journey 13:25 Health and Fitness Transformation 24:30 The Struggles of Nighttime Waking 24:45 Therapy and Self-Acceptance 25:32 Strength and Fitness Journey 26:03 Parenting and Healthy Habits 27:06 Heart Health and Lifestyle Changes 27:31 Challenges of Intermittent Fasting 28:16 Balancing Health and Enjoyment 29:58 Dealing with Aging and Injuries 39:39 Writing and Creative Outlets 43:08 Promoting and Connecting

    45 min

  5. 11/05/2025

    Miles in Heels Founder Kim Miles

    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 career pivots to the power of connection, this episode is a masterclass in owning your vibe, breaking molds, and building your empire your way.   Topics 00:26 Introducing Kim Miles: Founder of Miles in Heels 01:49 A Toast to Paper Planes and Bartending Stories 03:23 The Art of Sending Back Drinks 09:34 Kim's Journey: From Syracuse to Financial Advisor 12:47 Embracing the Zigzag Path of Entrepreneurship 14:09 The Birth of Miles and Heels Productions 14:45 Launching MAHJ House: A New Venture 32:26 The Importance of Knowing Your Worth 36:49 The Value of Knowing Your Worth 37:23 Behind the Scenes: The Hidden Efforts 38:06 The Importance of Asking for What You Deserve 39:40 Overthinking and Its Impact 42:00 The Power of Human Connection 47:00 Authenticity in Branding 56:15 Networking and Building Relationships 01:08:29 Embracing Different Life Paths 01:13:23 Conclusion and Final Thoughts

    1h 16m

  6. 08/21/2025

    Turning the Tables on Debbie!

    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 about parenthood, creative passions, and the curveballs life throws your way. It’s the perfect mix of laughs, love, and real talk setting the tone for what’s to come on the podcast!   Topics 00:45 Opening Up: Personal Stories and Friendship 05:36 Debbie's Background and Podcast Journey 10:54 Wedding Stories and Industry Insights 25:22 Health Challenges and Personal Reflections 27:59 Technical Difficulties and Humor 29:55 Women's Health and Personal Struggles 31:51 IVF Journey and Emotional Challenges 34:21 Support Systems and Coping Mechanisms 36:50 Balancing Career and Motherhood 42:14 Dinner Party Dream Guests 45:56 Reflections on Value and Parenting 51:51 Conclusion and Future Plans

    51 min

  7. 08/01/2025

    Comedy and Cocktails with Corey Rodrigues, Part 2

    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 coworkers), and why keeping it authentic matters more than ever. With plenty of laughs, sharp takes, and maybe a drink or two, this episode brings the funny while still hitting those “yeah, I feel that” moments.   Topics 00:00 Fish Tank Success and Snail Eggs 00:43 Chat GPT: The Email Assistant 01:07 The Ethics of Using Chat GPT 02:23 AI in Everyday Life 05:44 Humanoids and the Future of AI 07:18 AI in Comedy and Writing 13:33 The World of Podcasting 18:48 Breaking World Records with AI 26:14 The Livestream Event Begins 26:49 Raising Money for African Kids 27:50 The Thousand Flip Challenge 28:18 Unexpected Hospital Birth 29:05 Breaking the Record 29:24 Auctioning Memorabilia 29:53 The Final Flips 32:34 Reflections on Human Potential 33:27 Chat GPT and Human Abilities 37:02 Workplace Relationships and Dynamics 43:25 Gender Dynamics in the Workplace 59:37 Concluding Thoughts and Plugs

    1h 1m

  8. 07/25/2025

    Comedy and Cocktails with Corey Rodrigues, Part 1

    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 coworkers), and why keeping it authentic matters more than ever. With plenty of laughs, sharp takes, and maybe a drink or two, this episode brings the funny while still hitting those “yeah, I feel that” moments.   Topics 00:25 Catching Up and Cocktails 02:08 Weight Loss Journey and Health Challenges 03:57 Body Image and Self-Perception 06:28 Men's Health and Societal Expectations 22:40 Comedy Roots and Personal Background 36:51 Reflecting on Longevity and Success 37:08 The Drive for Betterment 38:06 Contentment vs. Productivity 38:28 Balancing Work and Passion 40:19 The Braces Effect: Overcoming Insecurities 43:55 Managing Stage Fright 56:22 Navigating the Entertainment Industry 01:02:42 Human Nature and Workplace Dynamics

    1h 10m
See All (14)

5
out of 5
28 Ratings

About

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.

Information

  • Creator
    Debbie DeFrancesco
  • Years Active
    2025 - 2026
  • Episodes
    14
  • Rating
    Explicit
  • Copyright
    © Copyright 2025 All rights reserved.
  • Show Website
    Pour Me a Story