Episodes

6 days ago
6 days ago
Join me, Kevin Spann, as I sit down with Jessica Guay—a powerhouse agent from New York, Million Dollar Round Table member, and someone I’m proud to call a friend.
In this episode, we talk about her inspiring journey in the insurance world, how she’s managed to thrive while balancing family life, and what it takes to reach the top.
Grab a glass and join us as we dive into Heather’s inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wednesday Mar 19, 2025
Wine Down With Kev: 50 Agents In 50 States Episode 7 John Tunnell
Wednesday Mar 19, 2025
Wednesday Mar 19, 2025
This week, I had the pleasure of talking with John Tunnell—a standout agent, insurance coach with CWC, and Million Dollar Round Table member. Not only is he an award-winning business owner, but he’s also deeply committed to giving back to his community.
In this episode, we break down the mindset behind building a top-performing agency, why coaching & mentorship are game-changers in business and how giving back helps fuel long-term success!
Grab a glass and join us as we dive into Heather’s inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wednesday Mar 12, 2025
Wine Down With Kev: 50 Agents In 50 States Episode 6 John Larson III
Wednesday Mar 12, 2025
Wednesday Mar 12, 2025
This episode, we’re heading to Georgia to chat with John Larson III, a standout agent who’s crushing it in the insurance world and making waves in his community. John’s dedication to his clients goes beyond policies—he’s making a real impact.
As a Million Dollar Round Table member and award-winning agent, he knows what it takes to build a thriving business while also being deeply involved as a youth pastor and community leader.
Grab a glass and join us as we dive into Heather’s inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wednesday Mar 05, 2025
Wine Down With Kev: 50 Agents In 50 States Episode 5 Amanda Mitchell
Wednesday Mar 05, 2025
Wednesday Mar 05, 2025
In Episode 5 of Wine Down With Kev: 50 Agents, 50 States, we welcome Amanda Mitchell—an elite agent, award-winning leader, and devoted community advocate from Birmingham, Alabama.
Amanda shares her journey to success, the power of giving back, and tips for building strong client relationships.
Grab a glass and join us as we dive into Heather’s inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wednesday Feb 26, 2025
Wine Down With Kev: 50 Agents In 50 States Episode 4 Nanci Cieckiewicz
Wednesday Feb 26, 2025
Wednesday Feb 26, 2025
Join me as I sit down with Nanci Cieckiewicz, an Allstate agent, coach, and mentor who is helping shape the future of the insurance industry. In this episode, we dive into what it takes to grow a successful agency, why mentorship is key, and how to balance it all—business, family, and leadership.
Whether you’re an agent looking for guidance, an entrepreneur building your brand, or just someone who loves a great success story, this episode is packed with insights and inspiration.
Grab a glass and join us as we dive into Heather’s inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wednesday Feb 26, 2025
Wine Down With Kev: 50 Agents In 50 States Episode 2 Heather Ebersole
Wednesday Feb 26, 2025
Wednesday Feb 26, 2025
In this episode of Wine Down With Kevin: 50 Agents, 50 States, I sit down with the incredible Heather Ebersole—an Allstate agency owner, community leader, wife, and mother of four. Heather shares her journey of building a thriving insurance business while balancing family life and giving back to the community. We discuss the challenges of entrepreneurship, the importance of leadership in the insurance industry, and what it truly takes to serve clients at the highest level.
Grab a glass and join us as we dive into Heather’s inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wednesday Feb 19, 2025
Wine Down With Kev: 50 Agents In 50 States Episode 3 Curtis Ostler
Wednesday Feb 19, 2025
Wednesday Feb 19, 2025
On this episode of Wine Down with Kev, I’m sitting down with an incredible agent, devoted husband and father, and someone I’m honored to call my friend—Curtis Ostler.
Curtis is the definition of leadership in the insurance industry. From building lasting client relationships to balancing business and family, he shares his journey, insights, and the mindset that has led him to success. If you’re looking for inspiration, strategies for growth, and a fresh perspective on what it takes to thrive in business, this episode is a must-listen!
Grab a glass and join us as we dive into Heather’s inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wednesday Feb 05, 2025
Wine Down With Kev: 50 Agents In 50 States Episode 1 Maghen Dodge
Wednesday Feb 05, 2025
Wednesday Feb 05, 2025
This season, I’m embarking on an ambitious mission: 50 agents, 50 states, 50 podcasts! I’m sitting down with insurance professionals across the country to hear their stories, their wins, their challenges, and what they’ve learned along the way. These conversations will highlight the incredible work that insurance agents do daily—not just selling policies, but serving their communities, building relationships, and protecting people’s dreams.
For episode one, I couldn’t have asked for a better guest than Maghen Dodge—a powerhouse in the industry with over 23 years of experience running her own agency. Maghen is not only a dedicated professional, but also a friend, and she brings a wealth of knowledge to the table. Our conversation was filled with insights, laughter, and a shared passion for the industry we love.

Tuesday Jun 13, 2023
Wine Down with Kev: Season 4 Episode 10 - Curtis Quow
Tuesday Jun 13, 2023
Tuesday Jun 13, 2023
Listen now to Episode 10 of the new season of Wine Down with Kev, featuring Curtis Quow, real estate agent and entrepreneur, and Kevin Spann, insurance agent and guru!
Wine Down with Kev is a weekly podcast hosted by Kevin Spann, the Insurance Guru. Tune in to hear exclusive interviews with community leaders, business owners, and more.

Tuesday Jun 13, 2023
Wine Down with Kev: Season 4 Episode 9 - Matt Rivera
Tuesday Jun 13, 2023
Tuesday Jun 13, 2023
Episode 9 of the new season of Wine Down with Kev, featuring Matthew Rivera, CEO of The Inspection Boys, and Kevin Spann, insurance agent and guru, is available to listen now!
Wine Down with Kev is a weekly podcast hosted by Kevin Spann, the Insurance Guru. Tune in to hear exclusive interviews with community leaders, business owners, and more.