Jumpstart Go

The Modern Insurance Agent

Business EN ↓ 158 episodes

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 building a business and a life you love.

Author

Jumpstart Go

Category

Business

Podcast website

jumpstartgonow.com

Latest episode

Jul 9, 2026

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Episodes

Why Most Insurance Agencies Get Left Behind (And How to Avoid It) 23.04.2026

Send us Fan Mail The Insurance Industry Is Changing Fast 👀 Technology is evolving.  Markets are tightening.  Clients expect more than ever. And a lot of agencies? They’re struggling to keep up. 🎙️ In this episode of The Modern Insurance Agent Podcast, we sit down with Brian and Paul Riemer second-generation leaders of Riemer Insurance Group to break down what it really takes to modernize an insur...

What Nobody Tells You About Building a Career You Actually Enjoy 21.04.2026

Send us Fan Mail The Career Path You Were Taught Might Be Broken 👀 Get a job. Work hard. Stay consistent. Retire someday. That’s the script most people follow… but what if it’s outdated? 🎙️ In this episode of The Modern Insurance Agent Podcast, we sit down with Jennifer Doty (VP of Customer Operations at ThreeFlow) to explore what it actually looks like to build a career you enjoy while you’re li...

How to Add $100K in Profit to Your Insurance Business (Without More Work) 18.04.2026

Send us Fan Mail Most insurance agents don’t have an income problem. They have a profit problem. They’re busy. They’re writing business. They’re doing everything they’ve been told to do… But what’s left over at the end of the month doesn’t match the effort. In this episode of The Modern Insurance Agent Podcast, we break down how to actually add $100,000+ in profit to your business without working...

The End of Chasing Leads? How Insurance Agents Build Authority Instead 16.04.2026

Send us Fan Mail The End of Chasing Leads? 👀 What if the problem isn’t your skills…  but the fact that no one sees you? Most insurance agents aren’t struggling because they lack knowledge. They’re struggling because they lack visibility. You can be great at what you do  but if the market doesn’t perceive you that way, it doesn’t matter. In this episode of The Modern Insurance Agent Podcast, we si...

How Intergenerational AI Is Preserving Family Stories, Voices, and Wisdom 14.04.2026

Send us Fan Mail Most AI conversations are about speed, automation, and efficiency. This one is different. In this episode of The Modern Insurance Agent Podcast, we sit down with Miles Spencer, CEO and co-founder of Reflekta.ai, to talk about one of the most human uses of AI we’ve seen yet: preserving family stories, voice, values, memory, and wisdom across generations. Miles is a multi-exit entre...

How Insurance Agents Get More Referrals Without Cold Outreach 11.04.2026

Send us Fan Mail Most insurance agents are stuck in the same cycle: Buy leads. Call strangers. Follow up. Hope someone answers. And if we’re being honest… it gets exhausting. In this episode of The Modern Insurance Agent Podcast, David Denning and Elle Denning break down a smarter, more sustainable way to generate consistent leads: Referral partners. Because the real problem usually isn’t effort....

40+ Years in Insurance: The Real Secret to Longevity (It’s Not What You Think) 09.04.2026

Send us Fan Mail Most agents focus on: ❌ Products ❌ Policies ❌ Commissions But after four decades in the industry, Rich Slavin sees it differently… 👉 Longevity isn’t about selling more. 👉 It’s about mindset, energy, and the ability to evolve. In this episode of The Modern Insurance Agent Podcast, we break down: 🔥 How to build long-term success in insurance without burning out 🔥 Why niching...

Why Women Feel Overlooked in Financial Conversations (And How to Fix It) 07.04.2026

Send us Fan Mail Most insurance conversations sound the same. Facts. Products. Quotes. But something critical gets missed… The human side. In this episode of The Modern Insurance Agent Podcast, we sit down with Robin Hesselgesser an artist, author, speaker, and insurance professional bringing a refreshing, human-first perspective to the industry. Robin is passionate about helping people especially...

AI Recommends People, Not Agencies (How to Get Found in AI Search) 02.04.2026

Send us Fan Mail Most insurance agents still think visibility comes from: • Referrals • SEO • Paid ads But that model is changing fast. Today, people aren’t just searching on Google anymore. They’re asking AI platforms like ChatGPT, Perplexity AI, and Google AI Overviews… And instead of showing websites, these platforms are recommending people. In this episode of The Modern Insurance Agent Podcast...

AI Is Changing Insurance Faster Than Most Agents Realize 31.03.2026

Send us Fan Mail AI is already changing insurance. But most agents still don’t fully understand how it actually works inside the sales process. In this episode of The Modern Insurance Agent Podcast, we sit down with Alex Shartsis, CEO of skyp.ai, to break down how AI is transforming insurance from first touch to bound policy. Alex works directly with carriers and MGAs to automate distribution work...

Medicare vs Social Security: What You Need to Know Before Retirement 26.03.2026

Send us Fan Mail Turning 65 should be exciting. But for many Americans, it becomes confusing fast. Medicare. Social Security. Enrollment timelines. Hidden penalties. Unexpected costs. And small mistakes can end up costing thousands. In this episode of The Modern Insurance Agent Podcast , we sit down with Marcia Mantell , founder of Mantell Retirement Consulting and a nationally recognized retireme...

How He Closes 50% of Final Expense Leads (What Most Agents Miss) 24.03.2026

Send us Fan Mail Most final expense agents are chasing the same thing: better leads better scripts better systems But what if the real difference isn’t any of those? In this episode of The Modern Insurance Agent Podcast, we sit down with Chris Thompson, a final expense specialist with 18 years in the business and one of the most consistent producers in telesales. Chris wrote $235,000 in premium in...

Why Behavior Is the Real Competitive Advantage in Insurance (AI Can’t Replace This) 19.03.2026

Send us Fan Mail Most insurance agents focus on products, scripts, and sales tactics. But what if the real competitive advantage has nothing to do with any of those? What if the true driver of growth… is behavior? In this episode of The Modern Insurance Agent Podcast, we sit down with Hugh Massie, founder of DNA Behavior International and a pioneer in Behavioral Economics. For more than two decade...

How He Generated 1,200+ High-Intent Leads Without Buying Leads 17.03.2026

Send us Fan Mail Most insurance and mortgage agents are stuck in the same exhausting cycle: Buy leads Chase cold prospects Follow up manually Repeat What if you could replace that cycle with a system that attracts high-intent leads and qualifies them automatically? In this episode of The Modern Insurance Agent Podcast, we sit down with Phil Ganz, owner of Next Wave Mortgage, to break down the mode...

How Insurance Agents Win Friends, Build Trust, and Get More Referrals Online 14.03.2026

Send us Fan Mail Most insurance agents are still trying to grow the hard way. Cold calls.  Cold messages.  Cold outreach. And if we’re being honest… it gets exhausting fast. In this episode of The Modern Insurance Agent Podcast , David and Elle Denning break down how insurance agents can use social media to build trust, create real relationships, and generate more referrals and inbound leads witho...

From $150K Franchise Mistake to $150M Insurance Agency 12.03.2026

Send us Fan Mail Most insurance agents are told there’s only one path to building an agency: Join a franchise. Follow the system. Pay the fees. But what happens when that system isn’t built for the agent? In this episode of The Modern Insurance Agent Podcast, we sit down with Peter Poggi, founder of John Galt Insurance, to unpack the realities of building a scalable insurance agency. Peter’s journ...

AI for Insurance Agents: The Signal-Based Growth Strategy Replacing Hustle Marketing 10.03.2026

Send us Fan Mail Most insurance agents believe their growth problem is effort. More calls. More messages. More activity. But according to growth strategist James Stephan-Usypchuk, the real issue isn’t effort… It’s clarity, positioning, and growth infrastructure. James has helped organizations connected to Goldman Sachs, BlackRock, and Blackstone design systems that generate predictable pipelines w...

From Party Business to $100K Insurance Month 05.03.2026

Send us Fan Mail What Does It Really Take to Build a $100K Insurance Agency Month? Most agency success stories skip the messy middle. This one doesn’t. In this episode of The Modern Insurance Agent Podcast, we sit down with Tony Castle and Nikki Flinn, a father-daughter team who transitioned from running a party and events company to operating a Farmers Insurance agency in Texas. Just a few years...

How a P&C Producer Wrote 251 Life Policies in One Year (Without Changing Agencies) 03.03.2026

Send us Fan Mail What if selling life insurance didn’t require long needs analysis meetings… And didn’t slow down your Auto & Home production? Most P&C producers average 5–10 life policies per year. Colter Johnson wrote 251. And he did it as a producer. Not an owner. Not with a giant team. Not with extra leads. In this episode of The Modern Insurance Agent Podcast, Colter breaks down the e...

How Shelia Tyson Stopped Buying Leads & Built Trust 26.02.2026

Send us Fan Mail What Happens When an Insurance Agent Stops Chasing Leads and Starts Attracting Them? Most insurance agents are stuck in the same cycle: Buy leads. Chase prospects. Compete on price. Repeat. But what if the real growth strategy isn’t better leads… it’s better positioning? In this episode of The Modern Insurance Agent Podcast, we sit down with Shelia Tyson, a Life and Health insuran...

AI-Native Insurance: Autonomous Agents & Real Profit 24.02.2026

Send us Fan Mail Is AI in Insurance Just Automation or the New Operating System? Most insurance companies are layering AI on top of legacy systems. But what happens when you build the entire company around AI from day one? In this episode of The Modern Insurance Agent Podcast, we sit down with Juan Garcia, Co-Founder & Co-CEO of Tuio a 100% digital, AI-native insurance company based in Spain t...

$10K–$40K/Month Using Social Media (No Paid Leads) 21.02.2026

Send us Fan Mail 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,...

Long-Term Care Insurance Explained: What Agents Miss 19.02.2026

Send us Fan Mail 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...

AI Websites for Insurance Agents: Own Your Leads 17.02.2026

Send us Fan Mail 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 inf...

AI, Climate Risk & The Future of Property Insurance 12.02.2026

Send us Fan Mail 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 Fu...

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