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. 

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: 11:00 a.m. – 8:00 p.m. (ET) 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.