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From 10 epsHosts
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Recent episodes
Wine Down With Kev: 50 Agents In 50 States Episode 57 Kevin Spann
Mar 4, 2026
41m 31s
Wine Down With Kev: 50 Agents In 50 States Episode 56 Jake Castinetti
Feb 25, 2026
32m 23s
Wine Down With Kev: 50 Agents In 50 States Episode 55 Mayra Menchaca
Feb 18, 2026
48m 57s
Wine Down With Kev: 50 Agents In 50 States Episode 54 Justin Cook
Feb 11, 2026
47m 42s
Wine Down With Kev: 50 Agents In 50 States Episode 53 Mike Daniels
Feb 4, 2026
48m 38s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 3/4/26 | Wine Down With Kev: 50 Agents In 50 States Episode 57 Kevin Spann✨ | insurance agentsleadership+3 | Kevin Spann | Wine Down With Kev | — | insurancepodcast+3 | — | 41m 31s | |
| 2/25/26 | Wine Down With Kev: 50 Agents In 50 States Episode 56 Jake Castinetti✨ | executive leadershipinsurance+4 | Jake Castinetti | Edgewater Insurance GroupAllstate | — | insuranceleadership+5 | — | 32m 23s | |
| 2/18/26 | Wine Down With Kev: 50 Agents In 50 States Episode 55 Mayra Menchaca✨ | insurancecommunity+3 | Mayra Menchaca | Allstate | TexasFort Worth | insuranceAllstate+5 | — | 48m 57s | |
| 2/11/26 | Wine Down With Kev: 50 Agents In 50 States Episode 54 Justin Cook✨ | insuranceleadership+4 | Justin Cook | State Farm | — | insuranceleadership+5 | — | 47m 42s | |
| 2/4/26 | Wine Down With Kev: 50 Agents In 50 States Episode 53 Mike Daniels✨ | insuranceleadership+4 | Mike Daniels | AllstateThe Daniels Agencies, LLC | Houston, Texas | insuranceHouston+6 | — | 48m 38s | |
| 1/28/26 | Wine Down With Kev: 50 Agents In 50 States Episode 52 Kristin Kasel & Jeremy Olson✨ | insurance salesrole play+4 | Kristin KaselJeremy Olson | Insurance Role Play | — | insurancesales skills+5 | — | 1h 00m 54s | |
| 1/21/26 | Wine Down With Kev: 50 Agents In 50 States Episode 51 Cole Caughern✨ | growthleadership+5 | Cole Caughern | insurance | — | insuranceleadership+5 | — | 46m 51s | |
| 1/14/26 | Wine Down With Kev: 50 Agents In 50 States Episode 50 Cheryl Bowker✨ | insuranceagency ownership+3 | Cheryl Bowker | Allstate | MichiganLivonia | insuranceAllstate+5 | — | 52m 37s | |
| 1/7/26 | Wine Down With Kev: 50 Agents In 50 States Episode 49 Steve & Janet Wilde✨ | business partnershipinsurance agency+3 | Steve WildeJanet Wilde | Allstate | Bangor, MaineMaine | insurancebusiness+5 | — | 43m 55s | |
| 12/31/25 | Wine Down With Kev: 50 Agents In 50 States Episode 48 Daniela Mercado✨ | insurancecommunity relationships+4 | Daniela Mercado | Allstate | Stamford, Connecticut | insuranceAllstate+6 | — | 46m 24s | |
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| 12/24/25 | Wine Down With Kev: 50 Agents In 50 States Episode 47 Heidi Rowan | 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! | 50m 23s | ||||||
| 12/24/25 | Wine Down With Kev: 50 Agents In 50 States Episode 46 Carley Pickern | 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! | 46m 30s | ||||||
| 12/10/25 | Wine Down With Kev: 50 Agents In 50 States Episode 45 Malia Rogers | 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! | 56m 39s | ||||||
| 12/3/25 | Wine Down With Kev: 50 Agents In 50 States Episode 44 Zachary Vaswani | 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! | 43m 44s | ||||||
| 11/25/25 | Wine Down With Kev: 50 Agents In 50 States Episode 43 Monica Titley | 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! | 46m 49s | ||||||
| 11/19/25 | 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! | 37m 44s | ||||||
| 11/12/25 | 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! | 32m 32s | ||||||
| 11/5/25 | 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! | 53m 08s | ||||||
| 10/29/25 | 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! | 41m 42s | ||||||
| 10/22/25 | 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! | 50m 00s | ||||||
| 10/15/25 | 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! | 45m 44s | ||||||
| 10/8/25 | 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! | 40m 22s | ||||||
| 10/1/25 | 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! | 46m 46s | ||||||
| 9/24/25 | 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! | 46m 54s | ||||||
| 9/17/25 | 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! | 57m 30s | ||||||
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