Insurance Agency
5 mins
 min read

Top Insurance Industry Podcasts You Should Be Listening To in 2025

Published on
May 22, 2025
Contributors
Elizabeth Reed
Content Marketing Manager

Elizabeth is a content marketing manager with a deep understanding of the startup landscape. She specializes in driving impactful content strategies for early-stage companies. Having honed her skills within a dynamic small marketing agency environment, she has extensive experience across crafting compelling content and growing community engagement.

Insurance doesn’t have the reputation of being the most interesting topic to chat about. But thanks to some witty podcast hosts who know how to mix real talk with real strategy, the insurance industry has officially entered its podcast era. Whether you're an independent agent, a growing agency owner, or a curious producer looking to level up, there's a podcast out there that speaks your language (and probably features a guest you’ve seen at a conference or two).

Here are some of our favorite insurance podcasts worth subscribing to:

For Agency Owners and Growth-Focused Leaders

Uncle Ron's Porch 

Hosted by Ron Wadley

Grab a seat on the porch and get ready for the kind of conversations you wish you could have at every conference. Uncle Ron’s Porch is a refreshingly honest take on the business of insurance, agency ownership, leadership, and life. Ron Wadley doesn’t sugarcoat anything—he brings deep experience, sharp wit, and zero fluff. Expect real talk, actionable advice, and the occasional strong opinion.

Listen if you’re into: no-BS conversations about agency growth, leadership, and what it really takes to build something meaningful in insurance.

The Insurance Guys Podcast

Hosted by Bradley Flowers & Scott Howell

‎This show is equal parts strategy session and motivational pick-me-up. Bradley and Scott are known for their high-energy interviews with top producers, agency owners, and insurtech leaders. Every episode feels like sitting in on a mastermind meeting with friends who’ve been there and done it.

Listen if you’re into: candid conversations, agency success stories, and two guys who truly love this industry.

Age of Indiependence

A mini-series hosted by Katlyn Eggar (Brightway Insurance)

This limited-run series dives into the transformation of the independent agency model. Hosted by Katlyn Eggar, Age of Indiependence explores the tools, mindsets, and marketing strategies that fuel the rise of the modern independent agent. Even though it’s not a weekly show anymore, the content holds up and is still worth a binge.

Listen if you’re into: indie agency culture, tech-forward growth, and timeless lessons from the front lines.

The Agency Intelligence Podcast

Hosted by Jason Cass

Jason Cass brings a high-energy mix of thought leadership, technology reviews, and tactical agency advice. With a finger on the pulse of the industry, The Agency Intelligence Podcast is perfect for agents who want to stay sharp, think big, and act fast. Expect a blend of practical tips, deep conversations, and a little disruption.

Listen if you’re into: agency growth strategy, industry innovation, and staying ahead of the curve.

Agency Freedom Podcast

Hosted by James Jenkins

Though his last episode dropped this past November, Agency Freedom Podcast remains one of the most compelling listens for those navigating the journey to full independence. James Jenkins gets real about the challenges and opportunities agency owners face—especially those making the leap from captive to independent.

Listen if you’re into: honest dialogue about ownership, operational freedom, and building your agency on your own terms.

Connected Conversations in Insurance

Produced by Canopy Connect

Connected Conversations in Insurance is where agency leaders, producers, and tech-forward thinkers come to talk about the real stuff: what’s working, what’s not, and where the future of insurance is heading. You’ll hear unfiltered interviews with industry pros who are shaking things up, scaling their agencies, and streamlining their workflows with tools like (you guessed it) Canopy Connect.

👉 Check out Connected Conversations in Insurance

For Sales Pros and Relationship Builders

The Vertafore Insurance Podcast

By Vertafore

Vertafore’s podcast is all about what’s next—from evolving customer expectations to emerging tech in the insurance back office. The episodes often feature thought leaders from carriers, agencies, and vendors pushing the boundaries of what’s possible.

Listen if you’re into: digital transformation, agency ops, and scalable strategy.

The Ridiculously Amazing Insurance Agent Podcast

Hosted by Kelly Donahue-Piro

Kelly Donahue-Piro brings the fire. This show focuses on sales performance, client retention, and building a culture of accountability in your agency. It’s tactical, actionable, and designed to help your team win.

Listen if you’re into: training tips, sales scripts, and growing your book with intention.

Power Producers Podcast

Hosted by David Carothers & Kyle Houck

Focused on commercial lines and the producer hustle, Power Producers is a must-listen for anyone selling in competitive B2B markets. The hosts pull back the curtain on what’s really driving top producer performance.

Listen if you’re into: prospecting strategies, commercial insurance, and high-performance selling.

The Insurance Town Podcast

Hosted by Heath Shearon

Heath Shearon—aka The Mayor of Insurance Town—brings warmth and energy to every episode. His goal is to educate, entertain, and empower agents and industry professionals by highlighting unique voices and perspectives across the insurance world.

Listen if you’re into: community vibes, inspiring guests, and stories that remind you why you got into insurance.

Why Podcasts Matter for Insurance Pros

In an industry where relationships are everything and time is always tight, podcasts are the perfect companion for the in-between moments—on your commute, during a walk, or while catching up on paperwork.

They keep you connected to what’s happening across the industry, spark new ideas, and (if we’re doing our job right) give you a fresh perspective on how to grow smarter.

Got a favorite insurance podcast we missed or someone we should host on the show? Drop us a line or tag us on LinkedIn—we’re always on the hunt for great conversations.