Pickles & Pasta with Steph and Jay
Welcome to Pickles & Pasta—a podcast about living creatively, loving boldly, and staying grounded in a world that often feels anything but.
Steph and Jay met (or as Jay says “reconnected”) just before the pandemic and have been building a life—and a creative partnership—ever since. Together, they live, work, and support each other’s ventures while navigating the messy, beautiful chaos of modern life.
No agendas. No sides. Just real conversations—sometimes deep, sometimes hilarious, always honest.
This is their space to talk about creativity, connection, relationships, and everything in between.
Pull up a chair. Let’s dig in.
About Steph
Stephanie Rado Taormina is the CEO and founder of Have Some Fun Today, a lifestyle brand inspired by her late father's mantra to live boldly and joyfully. With over 25 years of experience in branding, fashion, interiors, and entrepreneurship, she brings a sharp creative vision to everything she touches.
A graduate of Parsons School of Design, Stephanie has reignited her fine art career since 2021—creating emotionally driven abstract work and building a growing marketplace for contemporary art. While integrating her artistic voice into the evolution of HSFT, she also maintains an independent studio practice focused on exhibitions, fine art prints, and creative collaborations.
As co-host of the podcast Pickles & Pasta with Steph & Jay, she brings thoughtful, unscripted insight to conversations about creativity, culture, and navigating modern life.
About Jay
Jay Schweid is a native New Yorker, creative entrepreneur, and cultural shapeshifter with a career that’s anything but conventional. From launching JCS, a bespoke racket service trusted by tennis icons like McEnroe and Agassi, to co-founding The Spot—a legendary South Beach lounge with Mickey Rourke—Jay has always lived at the intersection of bold ideas and real-world impact.
He went on to create high-touch concierge and event services for celebrity and HNWI clients, and in 2012, launched ephelants, a media company focused on streamlining film and commercial production. Built to challenge industry inefficiencies, ephelants fuses creativity with technology to empower storytellers at every level.
Now, Jay is building Village—a visionary entertainment platform that will revolutionize how projects move from concept to distribution. By bringing together creators, fans, and investors,Village is designed to democratize the entire entertainment ecosystem and give everyone a seat at the table.
On Pickles & Pasta, Jay brings sharp insight, unapologetic creativity, and a relentless curiosity for what’s next.
Pickles & Pasta with Steph and Jay
Pickles & Pasta EP28 - Creative Energy, Client Work, and Finding Your Groove
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Episode 28 – Creative Energy, Client Work, and Finding Your Groove
In this week’s episode of Pickles and Pasta, Jay and Steph start with some classic winter banter, from Miami “cold” to the relief of longer daylight after a never-ending January. Then they shift into a thoughtful conversation about different types of creativity and why creating “from the soul” feels fundamentally different than creating within client constraints, budgets, and practical parameters.
They unpack the difference between being an artist versus being a creative-for-hire, and how Steph is navigating a new in-between space: making paintings that still use her artistry but are also product-driven (built to meet a need in the marketplace). Jay reflects on how money, time, and materials quietly change the creative process, and how emotional bandwidth (family stress, world stress, exhaustion) can deeply affect whether the creative mind can “access the work.”
They also share a practical takeaway for business owners: choosing the right clients is an art, and protecting peace of mind matters as much as the paycheck. The episode wraps with a light rapid-fire round (seasonal cravings, condiments, and the surprisingly enjoyable doctor visits), plus a warm sign-off to keep you cozy wherever you’re listening.
Topics Covered:
- How and why creatives work differently
- Artist vs designer vs creative entrepreneur
- Product-driven work vs personal art
- How emotional overload blocks creativity
- Balancing care for loved ones with creative focus
- The importance of choosing the right clients
- Rapid fire: seasonal favorites, condiments, and favorite doctors
Wherever you are, stay warm, enjoy the longer light, and we’ll see you next week. Same bat time, same bat channel.