What strong leaders do, why follow-up still wins, and how insurance is changing fast without losing the human part.

In this episode of The Long Game, Mitch Long talks with Slade Lewis about how he got into insurance, the turns his career took along the way, and how he ended up in a leadership role at Pinnacle. They also get into sales, management, technology, and what has changed in the business over time.

It is a practical conversation about relationships, follow-up, and how to lead people well. It also gets into AI, rising premiums, and why clients still need a real person they can call when something goes wrong.

CHAPTERS

00:21 – Mitch kicks off the conversation from the road
01:03 – Slade on growing up in Hampstead and going to UNC
02:30 – A journalism degree with a concentration in advertising
03:09 – Slade’s first job in insurance with Jefferson Pilot
04:00 – Moving from service into sales
04:27 – The bulldog hair company car story
06:14 – Leaving insurance for pharmaceutical sales and coming back
07:20 – Product roles, UnitedHealthcare, and becoming a broker
08:26 – Slade’s current role and how he thinks about leadership
10:48 – The biggest sales challenges in insurance today
12:00 – Why answering calls and following up still separates people
13:34 – How client meetings shifted from face-to-face to Zoom
14:20 – Technology, DocuSign, and doing business across states
14:57 – Why AI may transform agencies faster than expected
15:58 – The caution around database underwriting and automation
16:50 – How AI is already shaping health insurance underwriting
17:41 – Rising health insurance costs and the pressure on employers
18:35 – Standard rate increases in the small group market
19:20 – Looking for options when traditional carriers say no
19:43 – Auto and homeowners insurance costs keep climbing
20:18 – Roof issues, storm risk, and what is driving property costs
21:36 – Slade reveals he was his high school typing champion

Connect with Mitch Long: LinkedIn | KazInsurance | Read: Pagers & Payphones

Connect with Slade Lewis: LinkedIn

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The Real ROI of Podcasting — KazCM
What Happened to CFB Bowl Games — SportsEpreneur
The Long Game | Episode 1: Wes Connor on 50 Years in Business — KazSource

About This Podcast and Series

The Long Game is a series under the Entrepreneur Perspectives umbrella. Produced by QuietLoud Studios — a modern media network and a KazSource brand.

Get in touch with Eric Kasimov:
X | LinkedIn

Credits:
Music by Jess & Ricky — SoundCloud