
Agency Freedom
Agency Freedom Podcast exists to help insurance agency owners and sales professionals make the jump from the captive world to the independent side of the industry. We then equip you in every topic imaginable to help you dominate your market once you’re FREE. We deliver authentic, actionable and audacious content and hard-hitting interviews from the best former captives in the country. Make your Freedom Jump with Agency Freedom Podcast.
Latest episodes

Jul 9, 2021 • 1h 11min
E10: How To Play Nice With Others While Pursuing World Domination, with Jason Cass
In this episode of Agency Freedom Podcast, James has a lively conversation with Jason Cass, managing partner of The Insurance Alliance and the Founder of the Agency IntelligenceResources Mentioned:
Agency Intelligence
AI Mastermind

Jul 2, 2021 • 1h 5min
E9: Building Now With The Future In Mind With Jerry Conrey
In this episode of Agency Freedom podcast, James talks with 30+ year industry veteran, Jerry Conrey, from Orange, CA.

Jun 25, 2021 • 1h 6min
E8: The Freedom Jump Backstory with Alison Jenkins
In this episode of Agency Freedom podcast, James and Alison Jenkins share a candid and unfiltered conversation about the challenges, the thrills, and the lessons learned in the last 8 years of running two insurance agencies and making their Freedom Jump.

Jun 18, 2021 • 45min
E7: Internal & Moral Concerns
In this episode of Agency Freedom podcast, James wraps up our foundational episodes with a discussion on the internal and moral concerns you should be aware of.Specific topics in the episode include: challenges created by your people, your processes and your production, and also how to conduct a 12-area threat assessment for your clients.

Jun 11, 2021 • 50min
E6: Legal & Regulatory Concerns
In this episode of Agency Freedom podcast, James discusses legal and regulatory concerns that are guaranteed to help you avoid getting sued or finding yourself on the wrong end of a letter from a state agency.Specific topics covered include: Best practice guidelines for documentation, disclaimers, becoming familiar with the standard components of an ISO insurance policy form and a lot more.

Jun 4, 2021 • 59min
E5: Innovational, Financial & Environmental Concerns
In this episode of Agency Freedom podcast, you'll hear about:- Innovation both inside your agency and how you relate to the marketplace- Innovation in your sales process and Channel Partner relationships- Innovation in how you steward your client relationships- Financial best practices and how to better get a handle on understanding your numbers- Environmental concerns and how you can optimize your physical space to promote mental and wellness.

May 28, 2021 • 59min
E4: Contractual and Physical Concerns
James unpacks the super important area of contractual concerns as well as physical concerns.In this episode, you'll hear about: team member compensation, equity vs ownership, vendor protections, office planning and outfitting, critical incident response planning.

May 21, 2021 • 1h 2min
E3: Social & Technological Concerns
James unpacks the opportunities and threats that you'll face in the social and technological areas of your agency.In this episode, you'll hear about: Selecting your tribe, planning your high level social media strategies, building your ideal tech stack and planning for cyber liability and data breach events.

May 14, 2021 • 1h 5min
E2: Operations and Building Your Framework
In this episode, James unpacks the Operational component of your Agency Freedom Launch Plan. We go in to great detail on the key parts to consider as you are reviewing and setting up your operations from top to bottom.Visit https://www.riskwell.com/podcast to sign up for our Freedom Jumpers Email List and receive all of the links and downloads for resources useful stuff for your agency.

May 4, 2021 • 44min
E1: Pilot and Origin Story
We're thrilled to introduce a new series on the AI Podcast Network! Today, we bring you Agency Freedom Podcast, hosted by James Jenkins, Chief Risk Officer at Riskwell Insurance.In this pilot episode, James unpacks the mission for Agency Freedom Podcast. He addresses the question of why we're doing this whole thing and exactly what you can expect in the coming weeks and months. James shares his origin story in the insurance world and a brief recap of how he came to make his Freedom Jump to the Indy side.