Stillwater Insurance Group

Customer Service Representative - Remote

United States remote Entry Salary not listed
remote Entry level Technology & IT Curated
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About the role

Customer Service Representative

Join a collaborative, service-focused team where professionalism, responsiveness, and attention to detail are valued. At Stillwater Insurance Group, our Customer Service Representatives play a critical role in building lasting relationships with policyholders, agents, and business partners by delivering accurate, timely, and solution-oriented service.

Why Stillwater?

Stillwater Insurance Group is a mid-sized national insurance provider offering home, auto, and commercial insurance products across all 50 states. Headquartered in Jacksonville, Florida, with offices in New York and Omaha, we are known for our supportive culture, strong values, and people-first approach.

Our employees consistently describe Stillwater as a place with accessible leadership, collaborative teams, and a genuine commitment to integrity. We emphasize teamwork, professional development, and internal growth within a positive, high-performing environment.

Position Overview

The Customer Service Representative serves as a key point of contact for policyholders, agents, and internal partners. This role is responsible for handling service-related inquiries, processing policy updates, providing coverage information, and resolving customer concerns accurately and efficiently. This position is remote from your home, 9:00am - 6:00pm PST.

Every interaction reflects our department motto:
“100% Right…100% of the Time…Doing the Very Best for our Customers.”

Success in this role requires strong communication skills, attention to detail, sound judgment, and the ability to manage multiple priorities in a fast-paced environment.

Key Responsibilities

Respond to service requests across multiple communication channels while meeting established service level objectives
• Provide policy and coverage information, including account status, transaction history, and explanations of coverage
• Assist agents and policyholders with policy issuance, continuation, and updates
• Process policy changes accurately and efficiently
• Resolve customer complaints, concerns, and inquiries in a timely and professional manner
• Build trust-based relationships by listening to customer needs and educating them on appropriate products and services
• Collaborate with internal departments to ensure effective resolution of customer needs
• Perform administrative and basic clerical/accounting functions as required
• Adhere to company guidelines, procedures, and regulatory compliance standards

• Perform other duties as assigned

Qualifications

Required

• High school diploma or GED

Active Personal Lines Property & Casualty Agent License (2-20 FL)
• Ability to maintain licensure in required states based on business needs
• Strong verbal and written communication skills
• Proficiency in database systems, internet applications, and Microsoft Office
• Strong organizational skills and ability to manage multiple priorities
• High level of accuracy and attention to detail
• Ability to work independently and collaboratively
• If remote, ability to maintain stable internet service and a quiet work environment

Preferred

Prior insurance agency or carrier experience in a customer service role

• Bilingual (Spanish/English)

Schedule & Additional Details

Working hours: 9:00am - 6:00 PST after training
• Generous additional compensation available for optional Saturday shifts

What You Can Expect

• A supportive, team-oriented culture

Opportunities for continued learning and career growth
• Recognition for service excellence and performance
• A workplace built on trust, integrity, and respect

Apply today to grow your career with Stillwater Insurance Group.

Employment offers are contingent upon successful completion of a background investigation and pre-employment drug screening.

Stillwater Insurance Group is a drug-free workplace and an equal opportunity employer.

Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Entry
Technology & IT Accounting Administration Customer Service MySQL Remote Collaboration Entry level

Likely questions

  1. Tell us about work you have done that is close to the Customer Service Representative - Remote role.
  2. How would you approach your first 30 days at Stillwater Insurance Group?
  3. Which of Accounting, Administration and Customer Service have you used recently, and what did it help you achieve?
  4. What have you learned quickly in a past role, project, or training experience?
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with Accounting, Administration and Customer Service.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Customer Service Representative - Remote role because I can bring practical experience in Accounting, Administration and Customer Service, learn the team quickly, and contribute to the outcomes Stillwater Insurance Group needs from this hire.

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