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Trail Insurance Group
  • Business
  • Home
  • Auto
  • Life
This badge signifies we are a Trusted Choice agency. As a Trusted Choice agency, we understand your needs as a member of your local community. We use our broad market access to provide you with choices and are committed to offering you expertise, guidance, and tailored service for years to come.

Trail Insurance Group

Independent Insurance Agent in Lebanon, TN

About us

We service all your insurance needs.

Trail Insurance Group and its founder, John A. Trail, prides themselves on relationship building. Our specialty is personal relationships and caring for our clients as they are friends, family even. We handle every transaction and interaction, as if we are handling our own affairs and wish to be treated ourselves. Our clients demand no less and can attest to our individualized treatment meeting this standard!

Trail Insurance Group is a trusted independent source for insurance. We chose to function as an Independent Agent versus a Captive, so we can offer a broader scope to our clients and not be limited by only one carrier or type insurance. This allows us to shop and/or always be able to offer various products and services to our clients. TIG is A Full-Service Insurance Agency, offering a complete compliment of personal and commercial lines, serving the entire Tennessee Valley. We specifically offer Property & Casualty Insurance, including but not limited to Auto; Standard & Non-Standard coverage, Home, Condominium, Renters, Dwelling Fire or Landlord, Farm, Excess Liability or Umbrella, Commercial and various Bonds.

Trail's experience in Banking, Insurance, Mortuary Science, and his having operated his own business previously and currently, strategically position his ability to understand and meet your insurance needs. Trail has a passion for helping others and his fellow man.

Personal and Commercial Lines insurance professionals

Ask me about these types of insurance...

Having the right car insurance is so important, even more important is understanding all the ins and outs of your coverage to help protect you.

Request an automobile insurance quote

An independent insurance agent will make sure that your business is covered in the event of a catastrophe or sudden loss.

Request a business insurance quote

Get multiple quotes on your homeowners insurance with one phone call. Let an independent agent shop for you.

Request a homeowners insurance quote

If a data breach does happen, it's a wise decision to have a cyber liability insurance policy to help your company stay secure.

Request a cyber liability quote

An independent insurance agent will walk you through top umbrella policy options to make sure you have the proper coverage to tackle above and beyond claims.

Request an umbrella insurance quote

Restaurant insurance is a combo platter of coverage that protects your customers, employees, property and inventory.

Request a restaurant insurance quote

Why choose Trail Insurance Group

States we serve

  • Alabama
  • Kentucky
  • Mississippi
  • North Carolina
  • Tennessee

Our insurance coverages

Personal insurance coverage

  • ATV
  • Automobile
  • Boat
  • Builders Risk / Construction
  • Collectible Auto
  • Condo
  • Earthquake
  • Farm
  • Flood
  • Health
  • Home
  • Identity Fraud
  • Landlord
  • Mobile Home
  • Motorcycle
  • Other
  • Personal Watercraft
  • Pet
  • RV / Motorhome
  • Renters
  • Short-Term / Sharing
  • Snowmobile
  • Special Event
  • Travel Trailer
  • Umbrella
  • Vacant Land
  • Valuable Items

Business insurance coverage

  • Accident & Health
  • Bonds
  • Builders Risk
  • Business Owners Package (BOP)
  • Business Vehicle
  • Contractors Equipment
  • Cyber Liability
  • Directors & Officers
  • Employment Practices Liability
  • Errors & Omissions
  • General Liability
  • Inland Marine
  • Other
  • Professional Liability
  • Property
  • Umbrella / Excess
  • Workers' Compensation

Life & Annuties coverage

  • Annuities
  • Life

Industries we serve

  • Accommodation and Food Services
  • Administrative and Support and Waste Management and Remediation Services
  • Agriculture, Forestry, Fishing and Hunting
  • Arts, Entertainment, and Recreation
  • Construction
  • Educational Services
  • Finance and Insurance
  • Health Care and Social Assistance
  • Information
  • Management of Companies and Enterprises
  • Manufacturing - Food / Beverage / Textiles / Apparel / Leather
  • Manufacturing - Metal / Machinery / Computer / Electrical / Transportation / Furniture
  • Manufacturing - Wood / Paper / Paper / Mining / Plastics
  • Mining, Quarrying, and Oil and Gas Extraction
  • Other Services (except Public Administration)
  • Professional, Scientific, and Technical Services
  • Public Administration
  • Real Estate and Rental and Leasing
  • Retail - Sporting Goods / Hobby / Music / General / Misc.
  • Retail - Vehicle / Home / Furniture / Building / Garden / Food / Health / Gas / Clothing
  • Transportation - Air / Rail / Water / Truck / Transit / Ground / Pipeline / Scenic
  • Transportation and Warehousing
  • Utilities
  • Wholesale Trade

Recommended insurance company partners

Other companies we work with:

AAA, Aegis General, American Modern, American Reliable Insurance, American Strategic Insurance, Appalachian Underwriters, Arlington Roe, Bristol West Insurance Company, Burns & Wilcox, Chubb, Crum & Forster Insurance, Cumberland Mutual, Donegal Mutual Insurance Company, Encompass, Grange Insurance, Hagerty, Lloyd's, MetLife Auto & Home, Openly Insurance, Penn National Insurance, RPS, Ryan Turner Specialty, Scottsdale Insurance Company, Southern Pioneer Property & Casualty Insurance Company, TAPCO, The Hartford, Trexis, US Assure

Trail Insurance Group Reviews

Average based on 2 reviews Leave a review

Customer Reviews

July 22, 2022

John Trail made switching our home owners and car insurance a seamless process, plus we were able to add more coverage for basically what we were already paying! It's worth your time to check him out!!

July 22, 2022

John was a pleasure to work with and I look forward to working with Trail insurance in the future! He worked long hours to get me what I needed! I was in a strange situation because I was purchasing an old school bus for personal use, so I needed someone that knew what they were doing to get me the best rate. He did exactly that and made sure I was covered for way more than I expected for way less money than I thought I'd pay!


Trail Insurance Group

We service all your insurance needs.

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