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PODCAST

The Modern Insurance Agent

What happens when a millennial couple dives headfirst into the insurance world, scales a million-dollar remote business, and decides to share their journey with the world? You get The Modern Insurance Agent!Join David and Elle Denning as they peel back the curtain on the messy, magical, and often hilarious realities of entrepreneurship. From the joys (and challenges) of working together as a couple to running remote teams and traveling the globe, this podcast is your behind-the-scenes look at

business entrepreneurship

All Episodes

61:29

$10K–$40K/Month Using Social Media (No Paid Leads)

The Modern Insurance Agent ·

2026/02/21

Send a text How Insurance Agents Are Replacing Paid Leads With Organic Social Media & Referral Marketing If you’re tired of buying leads, chasing prospects, and grinding the phones… this episode will permanently shift how you think about agency growth. In this high-impact panel discussion on The Modern Insurance Agent Podcast, we sit down with three real insurance agents generating $10,000 to $40,000+ per month using organic social media marketing and referral-based strategies. No c...

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49:38

Long-Term Care Insurance Explained: What Agents Miss

The Modern Insurance Agent ·

2026/02/19

Send a text Long-term care planning is one of the most misunderstood and most avoided conversations in financial services. And most families don’t fully understand it… until it’s too late. In this episode of The Modern Insurance Agent Podcast, we sit down with Raymond Lavine, Principal of Lavine LTC Benefits, to break down what long-term care insurance actually is, how policies truly function, and why agents often oversimplify one of the most complex and emotional planning conversations. R...

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51:37

AI Websites for Insurance Agents: Own Your Leads

The Modern Insurance Agent ·

2026/02/17

Send a text AI is everywhere in insurance marketing right now. But most agents are still asking the same question… How do I actually use this in my business without breaking everything? In this episode of The Modern Insurance Agent Podcast, we sit down with Dmitriy Cherchenko, Founder & CEO of Wirechunk, to unpack how insurance agents can turn AI from hype into real, durable marketing infrastructure. Dmitriy has helped 1,000+ insurance agencies launch production-ready websites built w...

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47:07

AI, Climate Risk & The Future of Property Insurance

The Modern Insurance Agent ·

2026/02/12

Send a text Is the era of pooled risk ending? As climate risk intensifies from wildfire exposure and flood zones to seismic activity and severe wind underwriting is shifting toward property-specific risk assessment. The traditional insurance model is being redefined in real time. In this episode of The Modern Insurance Agent Podcast, we sit down with Ben Gilliland, Founder and Chairman of Future Proof Property Intelligence, to explore how AI, aerial imagery, climate modeling, and cons...

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54:58

Sustainable Marketing for Insurance Agents (Without...

The Modern Insurance Agent ·

2026/02/10

Send a text Most insurance marketing advice sounds great… until real life shows up. In this episode of The Modern Insurance Agent Podcast, we sit down with Kelly Spies, a scratch agency owner who built her business from zero clients and zero capital while navigating injuries, lawsuits, COVID shutdowns, hard markets, and extended recovery seasons. Instead of forcing hustle through exhaustion or quitting altogether, Kelly built marketing infrastructure that carried her agency during seasons w...

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35:16

Frozen on Social Media? The Confidence Reset...

The Modern Insurance Agent ·

2026/02/07

Send us a text If you’re an insurance agent who knows social media matters… but freezes the second you try to post this episode is your reset. In this episode of The Modern Insurance Agent Podcast, David and Elle Denning break down why posting feels so intimidating (and why it’s not a personality flaw), plus the exact mindset shifts and simple weekly plan that builds confidence through reps not perfection. This isn’t about becoming an influencer or going viral. It’s about showing up clearly...

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51:08

How Vlad Cherchenko Built a $1M/Month P&C Insurance...

The Modern Insurance Agent ·

2026/02/05

Send us a text What does it really take to scale a P&C insurance agency past $1,000,000 per month in premium and keep it there? In this episode of The Modern Insurance Agent Podcast, we sit down with Vlad Cherchenko, a Farmers Insurance agency owner based in Dallas who has produced $1M+ per month for 12 consecutive months, with recent months reaching $1.5M in P&C premium. This isn’t theory. Vlad is actively running one of the highest-producing P&C agencies in the country right n...

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37:07

Healthcare Navigation Every Insurance Agent Should Know

The Modern Insurance Agent ·

2026/02/03

Send us a text What actually happens after a client enrolls in Medicare? Most insurance agents never find out. And that gap is quietly hurting senior outcomes. In this episode of The Modern Insurance Agent Podcast, we sit down with Katherine Case of Aviator Health, a Medicare-funded healthcare navigation program designed to support seniors after enrollment—where the real challenges begin. This is not insurance, not a lead program, and not a sales pitch. It’s the missing link between cover...

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41:51

The Insurance Referral Superpower (Get Clients...

The Modern Insurance Agent ·

2026/01/31

Send us a text Some insurance agents never ask for referrals… and referrals still chase them down. So what are they doing differently? In this episode of The Modern Insurance Agent Podcast, David Denning and Elle Denning break down the Referral Superpower and why referrals don’t come from asking, scripts, or awkward follow-ups. They come from positioning. You’ll learn how top producers become the easy yes recommendation for clients, friends, and referral partners without sounding salesy, ...

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55:54

How Insurance Agencies Build Predictable Hiring &...

The Modern Insurance Agent ·

2026/01/29

Send us a text Most insurance agencies don’t have a talent problem. They have a systems problem. In this episode of The Modern Insurance Agent Podcast, we sit down with Andy Arter, National Sales Director at Team Hired, to unpack what actually drives predictable growth inside an insurance agency. Andy has worked with 6,000+ insurance agencies nationwide, helping owners solve the two biggest bottlenecks that quietly stall growth: • Hiring the right people • Generating consistent outbound sa...

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42:27

The Estate-First Strategy Fueling Millions in Annuity...

The Modern Insurance Agent ·

2026/01/27

Send us a text Most insurance agents lead with products. The fastest-growing ones are leading with estate planning. In this episode of The Modern Insurance Agent Podcast, we sit down with David Hadley, founder of Bulletproof Legacy Financial, to break down the estate-planning-first strategy that’s quietly changing how agents win trust and scale inside saturated insurance markets. David built his practice from scratch in early 2025 and, in under a year: • Generated $5.5M+ in annuity volume ...

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66:46

How to Recruit & Scale an Insurance Agency Without...

The Modern Insurance Agent ·

2026/01/24

Send us a text What if recruiting didn’t feel chaotic, exhausting, or completely dependent on you? In this episode of The Modern Insurance Agent Podcast, we sit down with Ryan Federico, founder of AutoMentor, who has helped deliver over 1 million insurance agent candidates per year and personally built a $10M+ production agency while still producing at a high level himself. Ryan breaks down how top agency owners scale without sacrificing production, time freedom, or sanity, and why most age...

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64:46

How AI Is Actually Changing Insurance (Without...

The Modern Insurance Agent ·

2026/01/22

Send us a text Artificial intelligence is everywhere in insurance right now. But most agents are still asking the same question: How do you actually use AI without losing trust, authenticity, or compliance? In this episode of The Modern Insurance Agent Podcast, we sit down with Craig Bender one of the most respected emerging leaders in the insurance industry to cut through the noise and talk about what actually works. Craig isn’t just an award-winning agent. He’s an operator and systems th...

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43:05

Why In-Person Annuity Education Is Winning Again for...

The Modern Insurance Agent ·

2026/01/20

Send us a text While the insurance industry races toward digital funnels, automation, and AI… in-person annuity education is quietly outperforming everything else. In this episode of The Modern Insurance Agent Podcast, we sit down with Roy Snarr, founder of AnnuityProducers.com and creator of the only national annuity-focused conference in the country. Roy has spent decades helping agents grow through live seminars, face-to-face education, and relationship-driven retirement planning. And wh...

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47:34

What Final Expense Agents Really Need to Succeed in 2026

The Modern Insurance Agent ·

2026/01/15

Send us a text Most final expense agents are working harder than ever… and still falling behind. Low comp. Inconsistent lead flow. Outdated recruiting models. Zero real systems. So what actually works now? In this episode of The Modern Insurance Agent Podcast, we sit down with Douglas Massi, a veteran final expense agency owner and trainer who went from broke, in debt, and grinding alone to building a scalable, system-driven final expense agency alongside his wife. Douglas has been in the...

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52:29

Why Traditional Financial Advice Is Failing Modern...

The Modern Insurance Agent ·

2026/01/13

Send us a text Most families are doing everything they were told to do… save diligently, invest consistently, avoid risk and yet financial stress, confusion, and insecurity keep growing. So what’s broken? In this episode of The Modern Insurance Agent Podcast, we sit down with Rebecca Irey, Founder & CEO of Blue Skye Financial, to unpack why traditional financial advice is failing modern families and what actually works instead. Rebecca challenges outdated Wall Street thinking and expla...

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41:52

Why Hard-Working Insurance Agents Feel Stuck (Upside...

The Modern Insurance Agent ·

2026/01/10

Send us a text Are you posting consistently, buying leads, running ads, going to trainings… and somehow your insurance business still feels stuck? You’re not lazy. You’re not behind. Your marketing is just upside down. In this episode of The Modern Insurance Agent Podcast, David and Elle Denning break down The Upside Down of Insurance Marketing that frustrating place where agents are doing all the “right” things, but nothing compounds. You’ll learn how to stop renting attention and start b...

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35:33

2026 Insurance Agent Marketing Plan: Kiss Smiling &...

The Modern Insurance Agent ·

2026/01/10

Send us a text If your 2026 marketing plan still includes “smiling and dialing,” it’s time for a major shift. On this episode of The Modern Insurance Agent Podcast, David & Elle Denning reveal the modern marketing playbook for agents who want better leads, higher-quality conversations, and less burnout without chasing people who were never a fit. We break down the 4-step framework that’s producing results in 2026, plus a 5-day reset you can implement immediately. From social media and s...

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54:39

Instant Issue Is the New Standard: How Transamerica...

The Modern Insurance Agent ·

2026/01/08

Send us a text Instant issue insurance is no longer a “nice to have.” It’s the new expectation. In this episode of The Modern Insurance Agent Podcast, we sit down with Jeremiah Tacker, Regional Vice President at Transamerica, to unpack how carriers are simplifying underwriting, accelerating applications, and helping agents place more business with less friction. Jeremiah brings a rare, full-spectrum perspective. He started in the Transamerica mailroom, became a producer, built and ran an ag...

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45:44

AI, Peak 65, and the Future of Annuity Advice for Agents

The Modern Insurance Agent ·

2026/01/06

Send us a text What happens when transparency, AI, and consumer advocacy collide with annuities? In this episode of The Modern Insurance Agent Podcast, we sit down with Jeremiah Konger, Founder & CEO of Annuity Association and co-host of the I Love Annuities Podcast. Jeremiah is one of the fastest-rising voices in the annuity space and for good reason. His company ranked #294 on the Inc. 5000 and #21 in Financial Services, but what truly sets him apart is how he’s scaling: with ethics, ...

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112 results

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