Wine Down with Kev

Wine Down With Kev: 50 Agents In 50 States Episode 42 Justin Harkelroad

In this powerful and faith-driven episode of Wine Down With Kev, Kevin heads to Gainesville, Georgia, to meet Justin Harkelroad — a fourth-generation insurance agency owner redefining what it means to build a business rooted in purpose.

Justin opens up about the values that shape his agency: faith, stewardship, and serving only those he’s called to protect. From a client’s devastating fire that tested everything to his team’s weekly staff devotions, he shares how faith and integrity remain the foundation of his success.

You’ll hear how Justin transitioned from cold calls to a thriving referral-based agency, how he leads with prayer and precision, and why sometimes the best business move is saying “no” when the fit isn’t right.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wine Down With Kev: 50 Agents In 50 States Episode 41 Jalene Berger

In this week’s episode of Wine Down With Kev, Kevin travels to Kansas to meet Jalene Berger, agency owner and leader of The Berger Agency, a powerhouse team known for its customer-first service, community involvement, and commitment to doing insurance differently.

Jalene shares how she built her agency from the ground up — focusing on education, empowerment, and empathy. From helping Kansas families understand their coverage to mentoring her team to lead with confidence, Jalene proves that great leadership starts with genuine care.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wine Down With Kev: 50 Agents In 50 States Episode 40 Shawn Reeves

In this insightful episode of Wine Down With Kev, Kevin sits down with Shawn Reeves, an Allstate agency owner from Oklahoma who’s built his business on two simple principles — work hard and care deeply.

Shawn shares his story of perseverance, community connection, and what it takes to grow a successful agency in today’s changing insurance landscape. From navigating Oklahoma’s unpredictable weather patterns to helping local families protect their homes, cars, and businesses, Shawn’s focus has always been on relationships over transactions.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

 

Wine Down With Kev: 50 Agents In 50 States Episode 39 Andrea Early

In this uplifting episode of Wine Down With Kev, Kevin travels to O’Fallon, Missouri, to meet Andrea Early, agency owner of Early Edge Insurance and a proud Allstate partner known for her heart-centered approach to protection.

Andrea shares how she’s built her business around one guiding belief — people come first. From helping O’Fallon families find coverage that fits their lives and budgets, to reviewing policies as life changes, Andrea’s focus is on understanding each client’s goals and giving them the confidence to plan ahead.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wine Down With Kev: 50 Agents In 50 States Episode 38 Jeremy Radabaugh

In this grounded and genuine episode of Wine Down With Kev, Kevin travels to Martinsburg, West Virginia, to sit down with Jeremy Radabaugh, a community-driven Allstate agency owner who believes real success comes from relationships — not just results.

Jeremy shares how being born and raised in West Virginia shaped his approach to business, service, and family. He’s built his agency around one mission: helping local families protect what matters most while preparing for what’s next.

Whether he’s reviewing policies for a longtime client or helping a first-time homeowner navigate coverage, Jeremy’s leadership style reflects the best of small-town values and big-picture vision.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wine Down With Kev: 50 Agents In 50 States Episode 37 Melissa Hudson

In this powerhouse episode, Kevin heads to Nevada to meet Melissa Hudson, an Allstate agency owner whose career is defined by excellence, education, and impact.

With two master’s degrees, a wall full of Allstate’s top awards, and a heart for community service, Melissa has mastered what it means to lead with both intelligence and compassion. She’s built a high-performing agency that thrives on customer relationships, mentorship, and giving back.

Melissa opens up about the lessons behind her success — from what drives her to stay at the top of her game, to how she balances achievement with authenticity. Her story proves that leadership isn’t just about the numbers — it’s about people, purpose, and presence.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

 

Wine Down With Kev: 50 Agents In 50 States Episode 36 Jennifer Mathews

In this inspiring episode of Wine Down With Kev, we travel to Parker, Colorado, to meet Jennifer Mathews — Allstate agency owner and community leader.

Jennifer’s story starts with a friendly bet that changed everything. What began as a dare to try insurance turned into her life’s calling — and over the next decade, she built an $18 million agency from the ground up.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wine Down With Kev: 50 Agents In 50 States Episode 35 Kelly Spicer

In this empowering episode, Kevin heads to Greenville, North Carolina, to meet Kelly Spicer, Allstate agency owner and founder of Spicer Financial Group. Kelly has built her agency on one belief: insurance is personal.

From protecting families with life, home, and retirement planning to guiding clients through income protection and legacy building, Kelly’s approach is grounded in relationships and thoughtful guidance.

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wine Down With Kev: 50 Agents In 50 States Episode 34 Tammy Stubbs

In this deeply inspiring conversation, Kevin heads to Great Falls, Montana, to meet Tammy Quintrell Stubbs — an Allstate agency owner who went from being a 21-year-old single mom with no experience to a 25-year veteran with two thriving offices, a powerful team, and a heart rooted in service.

Tammy opens up about her unlikely start in insurance, the grit it took to build her business, and why local leadership matters so much in a state where elk, hail, and deer collisions are part of everyday life. 

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Wine Down With Kev: 50 Agents In 50 States Episode 33 Crystal-Lee Thompson

In this inspiring episode, Kevin sits down with Crystal-Lee Thompson, an Allstate agency owner in Concord, New Hampshire, who has built her business around one simple principle: trust.

Crystal-Lee shares her journey into insurance, what it means to serve a tight-knit New England community, and the challenges of leading a team in today’s market. 

Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!