In Between Sips

Ryan Caracciolo
  • 5.0 (3)
  • ENTREPRENEURSHIP

In Between Sips isn’t about polished pitches or viral advice. It’s real conversations with entrepreneurs who’ve lived the highs, lows, and hard pivots of business.  Hosted by Ryan Caracciolo of Striventa, each episode blends wisdom, war stories, and just enough sarcasm to keep it grounded. If you’re building something and wondering if the mess is normal—it is. And you’re in good company.  Pull up a chair, pour something strong, and let’s get into it.

  1. MAR 13

    Bars, Business, and Betting on Yourself! Cheers! | In Between Sips | Episode 024

    In this episode of In Between Sips, Ryan sits down with entrepreneur Nick Tran to talk about the journey of building success from the ground up. From immigrant roots to navigating the challenges of entrepreneurship, Nick shares the mindset, resilience, and work ethic required to turn opportunity into reality. The conversation dives into the sacrifices, risks, and lessons that come with pursuing business ownership and carving your own path. Nick opens up about the realities behind success. The setbacks, the pressure, and the persistence it takes to keep moving forward. Through stories of growth, family, and entrepreneurship, this episode highlights the grit required to build something meaningful and the perspective that comes from overcoming adversity. It’s a conversation about opportunity, discipline, and the pursuit of success while staying grounded in where you came from. 🎧 Available on all major streaming platforms! 🎙️ Want to be a guest on In Between Sips? Apply here 👉 https://striventa.com/resources/in-between-sips-podcast/#ibs-guest

    55 min

  2. FEB 27

    When God Writes the Story: From Behind a Dumpster to $XXM | In Between Sips | Episode 23

    In this episode of In Between Sips, Ryan sits down with Lawrence Briggs for a conversation that spans addiction, homelessness, entrepreneurship, loss, and faith. Born into a chaotic childhood shaped by violence and addiction, Lawrence lost his father to an overdose at a very young age. What followed was years of rebellion, drug dealing, heroin addiction, jail, and eventually living behind a dumpster in Phoenix. At 23, after hitting rock bottom, he entered treatment with nothing and began rebuilding his life from the ground up. What came next is a story of radical transformation. Lawrence helped launch multiple treatment centers, later being part of an $85 million exit, only to find that money and success didn’t fix the deeper battles within. After experiencing profound loss and depression, he fully surrendered his life to Christ and rebuilt his identity on faith rather than achievement. This episode is about redemption, heart posture, fatherhood, business integrity, and what it really means to change your life not just your circumstances. 🎧 Available on all major streaming platforms! 🎙️ Want to be a guest on In Between Sips? Apply here 👉 https://striventa.com/resources/in-be...

    53 min

  3. FEB 13

    Freefall, Rock Bottom, and Growth, A Truly Mental Story | In Between Sips | Episode 22

    In this episode of In Between Sips, Ryan sits down with Chad McLean for a real conversation about freefall, rock bottom, and what growth actually looks like when life strips everything away. From literally falling out of the sky during his time as an Army Ranger to facing an internal battle years later that nearly cost him everything, Chad shares the moments that forced him to confront trauma, identity, and the pressure to keep pushing forward when he was barely holding on. What followed wasn’t a quick fix,  it was a hard reset. Through deep inner work, unconventional healing paths, and rebuilding the foundation of his marriage and purpose, Chad began transforming pain into direction. That journey ultimately led to the creation of Mental Joe Apparel, a mission-driven brand rooted in mental resilience and growth. This episode is about collapse, clarity, and the choice to rebuild when quitting feels easier, because sometimes growth only comes after the fall. 🎧 Available on all major streaming platforms! 🎙️ Want to be a guest on In Between Sips? Apply here 👉 https://striventa.com/resources/in-be...

    1 hr

  4. JAN 30

    All in the Proof! PR, Pressure, and Owning Your Lane! | In Between Sips | Episode 21

    In this episode of In Between Sips, Ryan sits down with Melissa DiGianfilippo, founder and CEO of Proof Publicity, for a raw conversation about entrepreneurship, agency life, and the power of focus. Melissa shares her journey from co-founding and scaling a multi-million-dollar full-service agency to making the hard decision to walk away and rebuild from the ground up with a PR-first model rooted in credibility, integrity, and results. Together, they unpack what it really means to grow a business, fire clients (even when they pay $10,000 a month), and build something aligned with who you are today not who you were. This isn’t a highlight reel. It’s a real conversation about pressure, clarity, and choosing the business you actually want to run. 🎧 Available on all major streaming platforms! 🎙️ Want to be a guest on In Between Sips? Apply here 👉 https://striventa.com/resources/in-between-sips-podcast/

    36 min

  5. JAN 16

    Born Deaf, Built Loud: Grit, Tech, and Uncommon Spirits | In Between Sips | Episode 20

    On this episode of In Between Sips, Ryan sits down with Dominic Bartola, Entrepreneur among many other things, and co-founder of Uncommon Spirits for a conversation that hits way harder than what’s in the glass. Dominic opens up about growing up in Ohio born with no hearing, learning resilience through sports, and the role his father played in pushing him into uncomfortable rooms that shaped his confidence. He shares the decision to get cochlear implants later in life and what it meant to truly hear his daughter sing for the first time. From hustling through college at The Ohio State University, to being pulled into the future of AI tech before it was mainstream, to landing in Phoenix after a marathon trip that changed everything, Dominic’s story is packed with defining moments. The episode also dives into his work in nonprofit fundraising, his leadership in AI and startups, and the unexpected rabbit hole that led him into the whiskey world which eventually led to building a spirits brand rooted in craft, community, and charity. Pour a glass! This one’s about resilience, reinvention, and building a life that serves more than just yourself.

    1h 4m

  6. JAN 2

    The Bald & The Beautiful: Faith, Business, and Selfless Leadership | In Between Sips | Episode 19

    In this episode of In Between Sips, Ryan sits down with Pastor Steve for a wide-ranging, honest conversation about faith, leadership, entrepreneurship, and obedience. From bartending his way through college to owning multiple businesses, walking away from financial success, and eventually planting a church from the ground up in Arizona, Pastor Steve shares the defining moments that shaped his life and calling. Together, they explore what it really means to take risks, listen for God’s voice, and build something meaningful whether that’s a business, a church, or a life. Equal parts reflective, humorous, and deeply real, this conversation is about more than success. It’s about calling, sacrifice, and doing the work in between sips.

    54 min

  7. 12/19/2025

    Snakes, Pancakes, and the Entrepreneur Spirit! We're All The Way Up! | In Between Sips | Episode 18

    In this episode, we sit down with Ceiphers Olweya, owner of All The Way Up Promo, to unpack a powerful journey that spans continents, cultures, and careers. From being born in Kenya, immigrating to the U.S., navigating identity and adversity as a teenager, to ultimately building a purpose-driven business rooted in service and integrity, this conversation goes deep. This episode is for entrepreneurs, business owners, and leaders who believe success isn’t just about profit, but about people, purpose, and doing things the right way. Check Out All The Way Up Promo! www.AllTheWayUpPromo.com

    1h 7m

  8. 12/05/2025

    Endurance, Entrepreneurship, and Everything In Between | In Between Sips | Episode 17

    In this episode, we sit down with Charlie Boeyink, Physical Therapist, endurance coach, business owner, and quietly competitive human being who somehow went from college football to singing in a barbershop quartet to launching Cadence Physical Therapy. We talk about the injuries that shaped him, the moment he knew he wanted to be a physical therapist, and the actual moment that pushed him off the cliff into entrepreneurship. Charlie opens up about the early grind of building a cash-based practice, why he refused to let insurance companies dictate how he treats patients, and what he learned from the bike crashes, bonks, and “I probably shouldn’t be doing this” moments that come with endurance sports. Whether you're a business owner, an athlete, or someone who’s simply trying to figure out the next right step, Charlie’s story is one of humility, grit, and trusting the process even when the schedule is empty and the rent is due.

    35 min
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Ratings & Reviews

5
out of 5
3 Ratings

About

In Between Sips isn’t about polished pitches or viral advice. It’s real conversations with entrepreneurs who’ve lived the highs, lows, and hard pivots of business.  Hosted by Ryan Caracciolo of Striventa, each episode blends wisdom, war stories, and just enough sarcasm to keep it grounded. If you’re building something and wondering if the mess is normal—it is. And you’re in good company.  Pull up a chair, pour something strong, and let’s get into it.

Information

  • Creator
    Ryan Caracciolo
  • Years Active
    2025 - 2026
  • Episodes
    21
  • Rating
    Clean
  • Copyright
    © 2026 In Between Sips
  • Show Website
    In Between Sips