Michael Bresson - Legacy Insurance

09/22/2026

🚨 WE’RE HIRING: COMMERCIAL INSURANCE PRODUCER 🚨

Legacy Insurance is growing, and we’re looking for a motivated, relationship-driven professional to help local businesses protect what they’ve worked hard to build.

This is a full-time opportunity for someone who enjoys networking, developing new business, and becoming a trusted insurance advisor—not just making another sale.

✅ Expected income: $60K–$80K per year
✅ Clarksville, TN or Hopkinsville, KY
✅ P&C licensed or willing to obtain your license
✅ Strong team culture with room to grow

Ready to build your career—and your Legacy?

Send your résumé and a brief introduction to [email protected].

Know someone who would be a great fit? Tag them or share this post!

02/16/2026

Kentucky friends — we’ve got something new going on.

Legacy Insurance is opening a second physical office in Hopkinsville, KY. Clarksville has been home base, but Western Kentucky has always been part of our community — and now we get to serve you right there.

For those who may not know, we’re an independent agency. That simply means we have options — lots of them. Dozens of carriers for personal insurance, and even more for business coverage — so we can shop for the right fit instead of forcing a one-size-fits-all solution.

If you’re one of my Kentucky friends, I’d truly appreciate you giving our new Hopkinsville page a follow and sharing it with your network.

We’re building this the right way.

Hopkinsville, we’re almost here! Legacy Insurance-Hopkinsville will officially open on March 30, 2026, and we’re excited to provide trusted auto, home, life, and commercial insurance with the personalized service our community deserves. We can’t wait to serve you!

📩 Message us today to get a quote started early or to schedule a coverage review before opening day — we’d love to connect with you!

12/04/2024

Legacy Insurance has a very robust amount of Commercial Auto carriers to fit your business needs. Commercial Auto is often a pain point for businesses. Send me a message and let's see if we can put some money back in your pocket this holiday season!

09/12/2024

Celebrating the astounding growth of my brilliant young lady and genius giant gentleman, I stand in awe of their many accomplishments and unbridled passion for life. They are the epitome of hope and promise for a brighter tomorrow! Make sure you are an inspiration to your children and make sure they know anything is possible!

09/07/2024

BAND SEASON IS IN FULL SWING

Montgomery County Marching Band Exhibition is tonight, Saturday, Sept. 7 at Kirkwood High School.

This is the performance schedule for Saturday:
6:00PM Welcome
6:15 Kenwood High
6:30 Northeast High
6:45 West Creek High
7:00 Clarksville High
7:15 INTERMISSION
7:30 Montgomery Central
7:45 Northwest High
8:00 Rossview High
8:15 Kirkwood High

It is free and open to the public. Invite your friends.

08/07/2024

First day of School! I love watching them grow every year into the young man and woman they are becoming. Hard to believe I have a Sophomore and a 7th Grader, and look at this giant I made towering over his old man 👴🏽

02/16/2024

* We just hit our 2 Year mark here at Legacy Insurance and we could not be more energized! Here is a recap of some of our accomplishments! 1) Won Clarksville’s Best Insurance Agency twice 2) Ranked as top insurance producer in the state by two of our top carriers 3) We have the most 5 star google reviews in insurance for Clarksville 4) Won Top New Agency Award with AHA We could not be more thrilled to serve eveyone and thank all those who have supported us along the way!

*** We just hit our 2 Year Mark here at Legacy Insurance and we could not be more energized! Here is a recap of some of our accomplishments:

1) Won Clarksville’s Best Insurance Agency (twice)
2) Ranked as top insurance producer in the state by two of our top carriers
3) We have the most 5 star google reviews for insurance in the entire county
4) Won Top New Agency Award in our entire network

We could not be more thrilled to serve eveyone and thank all those who have supported us along the way! Call our office today for a quote 931-538-1655

02/09/2024

It’s National Pizza Day! Make sure you stop by Pizza Artista Clarksville and get some ‘Za! Vince & Jenni will take care of you! They have an awesome pour your own b**r station and usually have some good entertainment!

12/20/2023

After seeing the after math of this devastating tornado it’s clear that WE need to help. … Ailene Hawley needs your support for We stand by you Tennessee