In Between Sips

In Between Sips
Podcast Description
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.
Podcast Insights
Content Themes
The podcast explores themes such as entrepreneurial journeys, personal transformation, and unconventional business strategies. Episodes feature raw storytelling, with examples like Jason Inserra's transition from a troubled past to a luxury recovery center CEO, and Dr. Matthew Parker's chaotic path in building dental clinics, emphasizing the importance of resilience and authenticity in business.

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.
Business advice from a guy who bought a real estate HQ the same way most of us find a garage sale—saw a crooked sign, kicked off the mud, found a rock with a key under it, and said “Yeah, this feels right.”
John Crow joins the show for a masterclass in doing business the old-school way: with integrity, grit, and apparently, livestock. (Camels. There were actual camels.)
From Beverly Hills mink-coat breakdowns to turning a busted old building into the community’s North Star, John talks about building a business that actually serves people, what it means to show up for your kids, and how being a farm boy somehow prepared him for everything from A-list celebrities to parrot-lady counseling sessions.
This one’s about real estate, real life, and real talk over herbal tea (because caffeine makes John too powerful).

Disclaimer
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