Are you attached or detached from the outcome?

Are you attached or detached from the outcome?

Author: Heath Shearon November 28, 2024 Duration: 50:39

Join the Mayor of Insurance Town, Heath Shearon, as he sits down with Jacob Bolton to dive deep into his fascinating journey from aspiring professional athlete to a prominent figure in the insure-tech world. Jacob shares his experiences, insights, and lessons learned from his time in collegiate baseball, how he transitioned into the insurance industry, and his passion for technology's role in modernizing agencies.

Key Highlights:

  • Jacob’s Backstory: From his time at Eastern Michigan University as a baseball player to navigating career shifts after injuries derailed his pro-sports aspirations.
  • Parallels Between Sports and Insurance: How lessons like overcoming adversity, staying organized, and dealing with failure shaped Jacob’s approach to work in the insurance industry.
  • Tech Talk: Jacob’s perspective on the transformative power of insure-tech tools like CRMs, automation, and AI in helping agencies thrive.
  • Debunking Myths About Technology: Why tech isn’t replacing agents—it’s enhancing their capabilities.
  • Sales Wisdom: Jacob shares his “detachment from the outcome” sales philosophy, inspired by Josh Braun, and how it helps build trust and lasting relationships with clients.
  • Emerging Trends in AI: Jacob’s take on tools like Lavender, ChatGPT, and the future role of AI in streamlining processes, from client communication to task automation.

Quotable Moments:
🗨️ "You don’t find yourself getting into insurance, but once you’re in, you fall in love with the process of growth and overcoming challenges." – Jacob Bolton
🗨️ "The key to thriving in sales is staying curious and detaching from the need to close every deal." – Jacob Bolton

Sponsors:
A big shoutout to our amazing sponsors for making this episode possible:

  • Smart Choice: Your go-to partner for independent insurance agents.
  • Canopy Connect: The easiest way to gather insurance data directly from clients.
  • Olde School Marketing: Helping agencies stand out with custom branding and marketing solutions.

Resources Mentioned:

  • AgencyZoom: A CRM tool empowering agencies with customizable automation.
  • Lavender: An AI tool enhancing email communication by simplifying language and boosting response rates.
  • Josh Braun's Sales Strategies: Sales insights and tactics for modern professionals.



Heath Shearon has spent years navigating every corner of the insurance industry, and in Insurance Town, he acts as your guide through its often complex landscape. Think of each episode as a casual, informative conversation held on the front porch of a town built entirely on insurance knowledge. Heath, who jokingly refers to himself as the Mayor, doesn’t just lecture; he brings in the many friends and colleagues he’s met over his career for genuine discussions that break down real-world scenarios. You’ll hear practical advice, behind-the-scenes insights, and straightforward explanations designed for both industry newcomers and seasoned professionals. This isn't about dry theory-it's about the tangible how-to and the why behind common business and personal coverage questions. The tone is welcoming and grounded in experience, set to a bluesy soundtrack courtesy of Daddy Long Legs. Tune into this podcast for a unique blend of business education and relatable storytelling that makes the intricacies of insurance feel approachable and even engaging.
Author: Language: English Episodes: 100

Insurance Town
Podcast Episodes
The claims concierge? [not-audio_url] [/not-audio_url]

Duration: 52:19
In this engaging conversation, Ben Morrow shares his journey from a nomadic childhood to his current role in the insurance industry. He discusses the challenges of balancing family life with a demanding career, the impac…
Town Hall Meeting - With Bradley Flowers [not-audio_url] [/not-audio_url]

Duration: 49:25
in this weeks episode of Insurance Town, the Mayor himself brings you insights and strategies to help grow your agency! In this special Town Hall episode, we are joined by Bradley Flowers of Portal Insurance. Bradley is…
Is High-Net-Worth Insurance Really That Different? [not-audio_url] [/not-audio_url]

Duration: 57:21
In this episode of Insurance Town, host Heath Shearon sits down with Kevin Koone, a well-respected insurance professional with a fascinating career journey. Kevin shares how he transitioned from aspiring to work in the m…
The Secrets to Making the Most of Industry Events [not-audio_url] [/not-audio_url]

Duration: 25:28
In this exciting episode of Insurance Town, The Mayor, sits down with Ricky Brito of Agent Brokers United (ABU) to talk all things networking, trade shows, and building relationships in the insurance industry. Ricky shar…
How PayPal leveraged AI and technology to transform digital payments. [not-audio_url] [/not-audio_url]

Duration: 51:49
In this captivating episode of the Insurance Town Podcast, Mayor Heath Shearon welcomes the tech-savvy and insightful Mike Todasco. Known for his rich background in innovation and technology, Mike shares his journey from…
a Minute with the Mayor [not-audio_url] [/not-audio_url]

Duration: 11:27
In this episode I just want to say thank you and to make an announcement or two !! Please take a few minutes to subscribe and download this little episode for future listen if ya want but make sure you do. We have some b…
What Happens When We Stop Hiding and start having real conversation? [not-audio_url] [/not-audio_url]

Duration: 47:48
In this episode of Insurance Town, host Heath Shearon sits down with Brenden Corr to catch up on life, career changes, and the powerful work he's doing with Project 55—a mental health initiative focused on supporting emp…