Trail Insurance Group

01/26/2026

Murfreesboro, Tennessee Office:

1837 Memorial Blvd. Ste.
Murfreesboro, TN 37129

Call/Text: 615-539-6327
Email: [email protected]

01/26/2026

Lebanon, Tennessee Office:

401 W. Main St. Ste. #103
Lebanon, TN 37087

Call/Text: 615-539-6327
Email: [email protected]

06/25/2024

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⬜️🟧⬜️🟧⬜️🟧⬜️🟧

01/13/2023

04/14/2022

Please take a moment and 🗳‼️

We are proud that Trail Insurance Group has been nominated again. We’d greatly appreciate your vote 🗳 . Regardless of awards, we’re most appreciative of the opportunity to work with and for friends and clients throughout Wilson County and across the Tennessee Valley insuring clients across Tennessee, Kentucky, Alabama, and North Carolina! Thank you for your continued support.

I just voted for all my favorite Wilson County businesses, people, places and events! Click the link and vote for your picks, too. You can vote daily from April 11 - May 6 to help name the top finalists in the 2022 Wilson County Main Street Awards.

04/14/2022

Please take a moment and 🗳‼️

We are proud that Trail Insurance Group has been nominated again. We’d greatly appreciate your vote 🗳 . Regardless of awards, we’re most appreciative of the opportunity to work with and for friends and clients throughout Wilson County and across the Tennessee Valley insuring clients across Tennessee, Kentucky, Alabama, and North Carolina! Thank you for your continued support.

https://wilsonpost.secondstreetapp.com/2022-Wilson-Main-Street-Awards/gallery/318670854

12/25/2021

We wish you a very Merry Christmas from the Trails and Trail Insurance Group‼️
🎄🎁🎅🏼

05/03/2021

🎡🍭🍿🍬🤡
May 11-15th
Tuckers Crossroads Softball 🥎 Fundraiser.

04/20/2021

We’re so Excited and honored to see we made the List‼️ We appreciate your vote and love serving our fellow neighbors‼️ We hope to see or hear from you soon.

I just voted for all my favorite Wilson County businesses, people, places and events! Click the link and vote for your picks, too. You can vote daily from March 30 - April 24 to help name the top finalists in the 2020 Wilson County Main Street Awards.

01/30/2021

TIG’s Deepest Sympathies and Sincerest Condolences to David Bailiff’s family on his sudden passing. He will be Sorely missed and played an integral part in starting my career.

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01/05/2021

Trail Insurance Group REMEMBERS Phil Cavender. We each have special people that touch our lives and Make a Difference while we live our brief lives together. Making a Difference was something Phil Cavender and I discussed many times and in great detail over the years. I first met Phil back in 1999 as a new Insurance Agent after a short banking career. Professionally, we all have and need mentors to help us reach success we likely wouldn’t know without help from more experienced people willing to share and offer guidance to help us attain such. Phil was one of those special people during my life. Phil became a personal friend, a confidant, a Mentor, and an Advisor early in my career. Over time, he helped me not only professionally but during personal tragedies as well. 20 years later as I reflect on my career and as we all begin this new year together, learning of his passing away, I find myself reflecting on all his guidance and wisdom and especially his friendship and mentoring ... and how much I owe him for Making a Difference in My Life. Its b/c of certain and a few special individuals like Phil that I have tried to spend my life helping others and I hope one day I’ll have made a difference for others. Rest In Peace my Friend! You will be SORELY and SADLY MISSED‼️

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12/31/2020

We are looking forward to 2021.

Although 2020 was a challenging year, we are thankful that we were able to persevere and find the successes and blessings that did exist!

We want to take today’s opportunity to wish Everyone a Happy New Year!!