In this episode of Shakin’ Hands, Jeff Bobby co-founder and VP of Social Strategy at SwiftSift shares the unfiltered story behind his pivot from a family-run medical business and military service to co-founding a disruptive AI-driven mobile app. Jeff dives deep into his entrepreneurial upbringing, the evolution of SwiftSift from a VIP concierge service to a smartsocial discovery platform, and how mentorship shaped his journey, especially through lessons learned from his business partner, Mike Novelli. They explore how Jeff’s creative instincts, Gen Z insights, and real-world experience contribute to product development, marketing strategy, and user experience. From managing ADHD to mastering focus and building intentional environments, Jeff offers grounded advice on staying consistent, trusting your path, and letting passion lead innovation.

Michael Novielli shares his journey from Wall Street to the world of tech, where he's co-founded SwiftSift, an AI driven mobile app set to revolutionize the search experience. He discusses the frustrations with traditional search engines and how AI, particularly ChatGPT, inspired his shift into the tech world. Michael reflects on the lessons from his career, including the importance of resilience, mentorship, and effective communication in business. He also highlights the parallels between the rise of AI and the dotcom boom, emphasizing that both represent transformative opportunities in their respective eras.

In this episode of Shakin’ Hands, Jack Moran sits down with serial entrepreneur and investor Ryan Covert to unpack what it really takes to build a modern business, and a modern life. From launching Tidewater, a next-gen private club in Charleston, to exiting multiple companies, Ryan shares raw insights on vision, team building, operational clarity, and personal growth. The conversation covers the evolving definition of success, the balance between strategy and execution, knowing your entrepreneurial type, and how to build businesses that align with your lifestyle. Whether you're starting from scratch or scaling with intention, this one’s packed with real-world advice and mindset shifts that matter.

In this episode of Shakin' Hands, Jack Moran talks with serial entrepreneur and Event.Gives CEO, Sam Staley, about turning a school auction challenge into a full-scale fundraising platform. They discuss scaling software businesses, strategic partnerships, and how to build companies with an exit in mind. Staley shares insights from pioneering the first metropolitan-scale WiFi network and the importance of persistence in entrepreneurship. They also dive into the balance between product development and sales, leveraging competitors for growth and the mindset needed to turn ideas into thriving businesses.

On this week’s Shakin’ Hands Podcast, Jack Moran dives deep with Devan Carroll, a real estate entrepreneur who started from scratch and built a thriving business. You’ve heard the stories of quick riches in real estate, but what does it really take to succeed?

The truth is, it’s not about the flashy deals; it’s about the real foundation. And Devan? He’s here to tell you exactly what that foundation is.

This week on the Shakin' Hands Podcast, Jack Moran sits down with Katrina Wylene, a top insurance producer who transformed her career by embracing entrepreneurship and focusing on long-term impact. 

If you're an aspiring entrepreneur or someone seeking inspiration to build your own business, Katrina’s journey offers key insights on overcoming challenges, finding your niche, and making a real difference in your industry.