Join Our Team

If you are looking for a career in the insurance industry but don’t know how to get started, work in our office, we can help.

• We provide on the job training.
• We assist you with obtaining your insurance license.
• We utilize the best technology to be more efficient and we are 100% paperless.
• We are a growing agency, growing by more than 40% every year for the last 10 years.
• Great culture and work environment.
• Opportunity to grow in the company.
• Paid time off for full-time employees.
• Health care benefits for full-time employees.
• Part-time available with flexible hours.
• Typical hours are 9am-5pm. Hours may be flexible.
• In office 5 days a week for full-time.  Part-time number of days can vary.

What does a customer service representative do at Trailstone?

• 1st and always… we treat others the way we would want to be treated. Google us and read the reviews, our customers love working with us. We have over 1,700 reviews and have a 5 star rating.
• Help our clients with changes to their insurance policies, such as adding a vehicle, changing home coverage, adding a driver to a policy, etc.
• Assist with answering questions about policy coverages.
• Assist Account Managers with any tasks they may need help with.
• Advising the client when their insurance renews.
• Be a friend to our clients when they need us.
• Serve our clients and enjoy helping solve their issues.

This is an hourly position.  Training and studying for your licenses is paid and you will earn $18/hr until you are licensed. Once Licenced your pay increases to $20/hr.  Typical licensensing time is 3-4 weeks. We expect you to get licensed in no more than 45 days. Pay will increase to $22/hr after your first year.

The ideal candidate would have 2+ years of Personal Lines insurance experience in account management and customer service and be self-motivated, independent and enjoy providing quality customer service. We will provide training and instruction as needed, but will not be micromanaging your work and there is the possibility of working a hybrid shift for the right individual. Property and casualty insurance license.

• Working knowledge of computer software – Microsoft Office products, DropBox, Customer Management Software.
• Excellent communication skills – written, verbal and listening.
• Be self-motivated – we are looking for a self starter.
• Have the heart of a teacher – every interaction with your clients is an educational opportunity.
• Willingness to be coached and follow a proven process.

If you enjoy a fast pace environment and embrace serving others with a heart of a teacher, this is the position for you. However, this is not 100% remote. Our account managers are either in office or have a hybrid schedule. This team is the backbone of our agency and are the best of the best.

Do you have an entrepreneurial mindset and the desire to increase your income significantly while not enduring the full risk of the 1099 Independent Contractor position? Our account managers earn a base pay + commissions on the books they manage. A typical account manager starts around $57k per year and we have account managers currently earning $90k for the year. How much you earn is up to you and your capabilities and efficiency. Come on board, learn how we work, then grow!

We are always searching for ambitious, driven insurance sales agents that are already licensed, or are willing to get licensed, to join our growing team at Trailstone Insurance. This is an entrepreneurial role, a 1099 Independent Contractor position. Responsible for prospecting and selling property and casualty products to prospective clients.

Is this the right position for you?

The ideal candidate is an ambitious self-starter with a passion for helping others with the grit and self-discipline to hit sales targets. You will be responsible for enriching lives in the people we serve by educating clients and prospects about their coverage and price options, as well as building and maintaining relationships with clients to ensure their ongoing satisfaction and retention.
This is an opportunity for you to build a rewarding, financially successful business in the insurance industry. You are partnering with Trailstone to build your own business.

As an independent contractor, this role is 100% commission based.
We pay our independent contractors 75% commissions on new business and 50% on renewals.

No other insurance agency pays that high of commissions. With commission-only pay, earning potentials are limitless, you set your goals and it’s up to you to achieve them. However, if you do not sell anything, you don’t earn anything. So this is not the ideal position for someone is not ready for this challenge. This is also not a role for someone just looking for a remote position. This is a commitment to a career, not an opportunity to “work from home”. Yes you can work anywhere you like that is an added benefit, but should not be the driving factor for you.
In this role you are a business owner, not an employee. The only one holding you back from financial freedom is yourself.

Are you eager and ready to take on this challenge?
Most independent contractor agents that work with us earn about $50,000 in commissions their first year. Then, with renewal income, most typically increase to about $80k in year two. Then by year three with two years of renewals, increase to $125k. From there it really depends on the person. Some people are happy at that level, others are still growing their book of business and increasing their income.

Reach out to us to learn more about this position. We have a short presentation for you to dive into the details and help get you more informed on this amazing, life changing opportunity.