Wine Down with Kev

In this powerful final episode of the 50 Agents, 50 States series on Wine Down With Kev, the microphone flips. For the first time in the series, Kevin Spann steps out of the host chair and into the guest seat as Christina Shaw takes over the interview. What began as a simple idea — highlighting one insurance agent from each state — quickly turned into something far bigger than expected. Over the course of 58 podcast recordings in just four months, Kevin connected with agents from across the country, uncovering powerful stories of leadership, generosity, faith, resilience, and service. Fifty states. Fifty agents. Countless stories. And while this chapter comes to a close, the mission behind Wine Down With Kev is only getting started. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this final episode!  

It's almost the end! In Episode 56 of Wine Down With Kev, Kevin sits down with Jake Castinetti, President of Property & Casualty at Edgewater Insurance Group and an Allstate agency leader known for blending operational precision with relationship-driven service. Jake shares how stepping into executive leadership changed his perspective on growth, accountability, and long-term strategy. From managing risk across complex property portfolios to leading teams through evolving market conditions, his approach combines discipline, structure, and a deep understanding of client needs. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

It's time to join us for a trip to the Lone Star State! In this episode of Wine Down With Kev, Kevin Spann, "The Insurance Guru," travels to Fort Worth, Texas, to sit down with Mayra Menchaca, an Allstate agency owner whose career is defined by excellence, education, and deep community roots. With 24 years of experience and a wall of top-tier Allstate awards (including Pinnacle Elite), Mayra has mastered the art of relationship-based insurance. She leads a dedicated, bilingual team at her Lakeside plaza office, helping families and business owners navigate everything from auto and home to life and umbrella protection. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, we're sitting down with Justin Cook, State Farm agent and entrepreneur who’s built his agency around performance, culture, and long-term thinking. Justin shares what it takes to lead in a competitive insurance landscape — from developing producers and building accountability to creating an environment where growth is expected and earned. His perspective blends discipline with mentorship, showing how strong leadership drives strong results. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, Kevin heads to Houston, Texas, to sit down with Mike Daniels, Allstate agency owner and leader of The Daniels Agencies, LLC — a multi-location operation built on discipline, service, and long-term vision. Mike shares how operating in a massive, diverse market like Houston requires more than speed and volume — it requires structure, leadership, and the ability to build systems that still feel personal. From helping families protect their homes and vehicles to leading teams across multiple locations, Mike’s approach blends operational excellence with real human connection. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, Kevin sits down with Kristin Kasel and Jeremy Olson, the duo behind Insurance Role Play, a training platform built to sharpen sales skills, boost confidence, and help agents win real conversations — not just memorize scripts. Kristin and Jeremy share why role play is still one of the most underused (and misunderstood) tools in insurance sales. They break down how consistent practice builds confidence, how mindset impacts performance, and why agents who train intentionally outperform those who rely on talent alone. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, Kevin sits down with Cole Caughern, an insurance professional and leader known for his thoughtful approach to growth, leadership, and long-term thinking in the industry. Kevin and Cole talk about mindset, personal growth, and why success in insurance (and business) comes down to consistency, integrity, and surrounding yourself with the right people. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

For the milestone Episode 50 of Wine Down With Kev, Kevin heads to Livonia, Michigan, to sit down with Cheryl Bowker, an Allstate agency owner whose career has been defined by experience, education, and genuine care for the people she serves. Cheryl shares how building a successful agency starts with listening. From helping Michigan families protect their homes and vehicles to guiding them through long-term life changes, her approach is grounded in clarity, patience, and trust. She believes insurance should never feel rushed or confusing — it should feel empowering. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!  

In this episode of Wine Down With Kev, Kevin heads to Bangor, Maine, to sit down with Steve and Janet Wilde, a husband-and-wife duo who have built a trusted Allstate agency rooted in partnership, consistency, and community care. Steve and Janet share what it’s like to run a business together while serving generations of Maine families. From helping clients navigate home, auto, and life protection to guiding them through changing seasons of life, their approach is centered on education, stability, and long-term relationships. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, Kevin heads to Stamford, Connecticut, to sit down with Daniela Mercado, an Allstate agency owner who’s built her business on education, accessibility, and strong community relationships. Daniela shares how serving a diverse, fast-moving area like Stamford requires more than quoting policies — it requires listening, clarity, and the ability to meet people where they are. From helping families protect their homes and vehicles to guiding clients through life changes, Daniela’s approach is rooted in understanding goals, budgets, and long-term needs. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!  

In this episode of Wine Down With Kev, Kevin travels to Happy Valley, Oregon, to sit down with Heidi Rowan, an Allstate agency owner who’s built her business on trust, education, and long-term relationships. Heidi shares how serving a growing community like Happy Valley requires more than quoting policies — it requires understanding lifestyles, budgets, and life stages. From helping first-time homeowners to guiding families through evolving insurance needs, Heidi’s approach centers on clarity, confidence, and care. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, Kevin heads to Grass Valley, California, to sit down with Carly Pickern, Allstate agency owner who’s built her business around education, trust, and genuine local connection. Kevin and Carly talk about the importance of being present in your community, staying flexible as life changes, and why local agents still matter in a world full of 1-800 numbers and online quotes. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, Kevin sits down with Malia Rogers — first-generation American, founder of MediGap Pros LLC, author, speaker, and master networker whose work is changing how independent agents build relationships and grow their business. Malia’s story is a masterclass in turning identity, grit, and values into a business that doesn’t just survive — it thrives. Tune in to learn how connection, not just commission, can become your greatest asset. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, Kevin sits down with Zachary Vaswani, agency owner at Allstate in Norwood, Massachusetts — a professional who’s built his business around relationships, responsiveness, and community trust. Zach opens up about why “being local” still matters, how he treats customers like neighbors instead of policy numbers, and why good coverage starts with real conversations. He walks through how he helps residents get the right auto, home, life, or business protection — not as a sale, but as a service. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this loud, loving, and straight-shooting episode of Wine Down With Kev, Kevin travels to Huron, Ohio, to sit down with Monica Titley — a powerhouse agency owner who built her business from the ground up with grit, humor, and heart. Monica’s story is a masterclass in resilience and realness. From starting over at 30 with only fifty cents in her pocket to running multiple thriving offices across northeast Ohio, she’s proof that hustle and heart can coexist. Her team culture? Loud music, open honesty, and heels optional. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

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!

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!

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!  

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!

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!

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!  

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!

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!

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!

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!

In this dynamic, heartfelt, and wildly fun conversation, Kevin travels to Lynnwood, Washington, to meet Michelle Tullius — a 17-year Allstate agency owner, softball player, digital leader, volunteer, and proud mom to a Division I college athlete. Michelle opens up about her journey from doubting whether she could succeed in insurance to building an agency that thrives on community impact, staff development, and strong digital presence. Known for her “Protection Matters” brand, she shares why visibility equals relevance, how she recruits talent through LinkedIn, and why service work is just as important as sales. From fielding fire claims that saved homes to organizing popcorn parties and coaching for Special Olympics, Michelle’s approach to leadership is as much about people as it is about policies. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this vibrant, wide-ranging conversation, Kevin travels to Tucson, Arizona, to sit down with Keith Duncan — a second-generation Allstate agent who once held the crown as Southern Arizona’s #1 hip-hop DJ. Keith reflects on the legacy of his father Don Duncan, the lessons he learned spinning tracks in the ’90s, and how those same skills helped him build a multi-award-winning agency over the last 25+ years. His agency is rooted in community — from Habitat for Humanity to CASA — and his philosophy is simple: treat insurance like a sacred profession, more like a doctor than a salesperson. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this heartfelt episode, Kevin sits down with Beau Vincent, Allstate Agency Owner in Stow, Ohio, national coach, podcast host, father, and founder of the Crazy 8 Mastermind. Beau shares what it really means to lead with conviction, put people before process, and run an agency built on heart. His story is both personal and professional — from losing $56,000 in his own basement flood to coaching kids on the field and future leaders in the agency world. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this grounded episode of Wine Down With Kev, we travel to Kauaʻi, Hawaii to meet Koa Yukimura, an Allstate Agency Owner, soccer coach, Chamber of Commerce board member, and deeply rooted family man. Koa shares what it’s like to run a thriving agency in a place where lava zones, tsunamis, and tourism all play into your quoting logic. He explains how his real estate background prepared him for policy education, why local knowledge matters in high-risk areas, and how his agency balances old-school walk-in traffic with modern digital systems. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Kevin sits down with Bradley Ford, Allstate Agency Owner in Mississippi, for an unfiltered conversation on business, leadership, and community. Brad shares his transition from Primerica to Allstate and how he keeps his mortgage and real estate partners coming back. From navigating the Mississippi licensing process to showing up with truckloads of water during a community crisis, Brad’s story is all about service, grit, and purpose. Plus, you’ll hear how this grill master, girl dad, and basketball motivator winds down with pickup games and patio vibes. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In Episode 27 of Wine Down With Kev, I sit down with Texas agency owner Charles McDade — a leader whose passion for service is as big as the state he calls home. Charles and I talked about what it takes to run a successful agency in one of the most competitive markets in the country, the mindset shifts that helped him grow, and how he keeps his team motivated through every challenge. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, I had the pleasure of sitting down with David Lieberman — an incredible insurance professional who serves clients in both New Jersey and Pennsylvania. David and I talked about what it really means to show up for your clients, day in and day out. He opened up about the unique challenges (and opportunities) of working across two states, and how he’s been able to build trust in the communities he serves. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

This week on Wine Down with Kev, we sit down with Paul & Marquel Forbes of Reston, Virginia—a powerhouse duo dedicated to serving their community and leaving a legacy. As life partners and agency owners, their mission is clear: educate, empower, and uplift. From mentoring to client service, their impact runs deep. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down with Kev, we head to Texas to feature the incredible Sean O’Donohoe—a standout agent with a servant’s heart. Sean’s commitment to his clients and his community makes him one of the most respected leaders in the industry. From building a thriving agency to giving back in meaningful ways, Sean brings wisdom, heart, and authenticity to every part of his work. Don’t miss this inspiring conversation with one of Texas’ finest. Don't miss this, ya'll! Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Meet Kristin Maxwell, an unstoppable Allstate agent from Texas who’s leading with purpose and serving with pride. In this episode, Kevin talks with Kristin about her journey in insurance, her dedication to her clients, and her role in uplifting the local community. She’s more than just a top-tier agent—she’s a mentor, leader, and example of what it means to make an impact. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In Episode 22 of Wine Down with Kev, Kevin heads to Manhattan, Kansas to chat with Laura Pray, a dedicated insurance agent and pillar in her community. Laura shares how she’s built a thriving agency grounded in service, relationships, and trust. Hear how small-town values and consistent effort have helped her make a big difference for her clients and her team. Don’t miss this inspiring story from the “other” Manhattan! Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Episode 21 of Wine Down with Kev welcomes Mariana Fernandez, the bilingual Allstate agent shaking things up in Maryland. We dive into how she’s grown her business, connected with diverse communities, and earned awards—all in just a few years. Plus, get her top strategies for standing out and creating impact.  Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this week’s Wine Down with Kev, we travel to Indiana to feature Ben Bucher — numerous award winner, community advocate and all-around great guy. Ben is a proud Allstate agency owner who serves his clients and community with heart. His dedication to making a difference shines through in everything he does. You don’t want to miss this one! Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down With Kev, we feature South Carolina’s own Justin Farnsworth—a driven agent, award winner, and community-first leader. Since 2020, Justin has been building his agency with passion and integrity while serving on his local school board and staying rooted in giving back. Tune in to hear his journey, what motivates him, and why being present in your community makes all the difference. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Today, we spotlight Florida’s own Gregg Blanchard — a powerhouse Allstate agent who has earned every award possible. But Gregg’s story goes beyond accolades; he’s a devoted family man and a tireless advocate for his community. Join us as Gregg shares what drives his success and how giving back has shaped his career.  Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode of Wine Down with Kev, Kevin Spann interviews Tennessee’s own Daniel Austin—an award-winning insurance agent and pillar of his community. Hear how Daniel’s career has been shaped by service, recognition, and deep-rooted relationships with the people he helps protect every day. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

🔥 New episode of Wine Down with Kev is live! This week, we’re heading to Louisiana with special guest Mike Stone, a standout agency owner with a big heart and even bigger impact. From growing his agency to giving back, Mike shares the real talk on what it takes to build trust in this business—and why staying connected to your community is everything. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Allstate Agency owner Casey Kuckert joins Wine Down with Kev from Wyoming! A 15-year veteran in the insurance space, Casey has won every major Allstate award and helped other agents rise along the way. In this episode, she shares why she left the company, why she came back, and how she built a brand that serves both her agency and her community. This one is all about resilience, reinvention, and owning your brand! Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

This episode of Wine Down with Kev features Kentucky’s own Thomas Allen. Thomas is an award-winning Allstate agent, local leader, and community advocate. We talk about what it takes to build a winning agency, give back to the people you serve, and lead with purpose. Listen in for powerful takeaways from an agent who truly does it all. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

On this episode of Wine Down with Kev, I sit down with Alex Schwab—third-generation Allstate agent and community powerhouse. From honoring his family’s legacy to building a modern, multi-state agency, Alex shares his journey, his insights, and why showing up for your community is the ultimate game-changer. Tune in to hear what makes him one of the best in his area and a true leader in the field. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode, Kevin Spann sits down with Arkansas agent Brooke Brolo, whose mission in life and in business is rooted in deep purpose. After losing her stepfather to a lapsed life insurance policy, Brooke made it her goal to protect others from the same heartbreak. With 17 years in the industry, she’s a top-producing agent, a community advocate, and a digital marketing powerhouse. From outreach with “The Van” to empowering survivors and educating her audience on TikTok, Brooke is proof that insurance is about people—not policies. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

In this episode, Kevin sits down with Camille Davis, a powerhouse life insurance agent from New York and proud Century Club member. Camille is a dedicated agent, a natural connector, and someone who shows up for her community in a big way. From networking to local events, Camille is there—supporting, uplifting, and serving. Tune in to hear how Camille builds relationships, grows her business, and continues to lead with purpose and heart. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

This week on Wine Down with Kev, we welcome Jake Stevenson—Allstate agent and agency owner! Representing three states (Iowa, Nebraska, and South Dakota!), Jake shares how he leads his agency, stays active in the community, and balances business with being a husband and dad. A true leader with a story worth hearing! Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

Join Kevin Spann as he sits down with Christine Angels, a top-performing Allstate agent from Virginia who’s been honored more than 10 times for sales excellence—and just as many times for her service to her community. From winning big to giving back, Christine shares how she balances business, marriage, and a mission-driven life. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!

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 this inspiring story of resilience, dedication, and success. Don’t miss this episode!