Underwriting Associate I – Customer Service Representative

Cover Whale

Underwriting Associate serving as the first point of contact for policyholders and agents. Supporting policy inquiries and assisting with underwriting processes.

Posted 5/5/2026full-timeRemote • New York • 🇺🇸 United StatesJuniorMid-Level💰 $52,232 - $66,000 per yearWebsite

About the role

Key responsibilities & impact

Assist customers with policy details, billing inquiries, endorsements, and general coverage questions.
Support policy renewals by providing clear explanations and guidance.
Maintain a high level of accuracy in all underwriting and policy-related communications.
Demonstrate a foundational understanding of underwriting, billing, DriveSmart, and cancellations/reinstatements.
Develop proficiency in Cover Whale’s knowledge base, binding, billing, cancellation, and reinstatement processes.
Ensure quality responses that deepen customer relationships and minimize the need for follow-up inquiries.
Work closely with the DriveSmart, Underwriting and Billing teams to ensure smooth handling of customers’ needs.

Requirements

What you’ll need

1+ years of insurance experience, preferably in underwriting or policy servicing.
Strong customer service and phone communication skills, with experience handling complex insurance inquiries.
Proficiency in business applications like Zendesk, HubSpot, Slack, and Excel.
Strong problem-solving skills and ability to work in a fast-paced, team-oriented environment.
Spanish fluency is a bonus but not required.

Benefits

Comp & perks

Health Care Plan (Medical, Dental & Vision)
Retirement Plan (401k, IRA)-4% match
Life Insurance (Basic, Voluntary & AD&D)
Paid Time Off (Vacation, Sick & Public Holidays)
Paid Family Leave (Maternity, Paternity)
Tuition Assistance
Professional Training & Development

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

underwritingbillingpolicy servicingcustomer serviceproblem-solvingSpanish fluency

Soft Skills

communicationaccuracyteam-orientedrelationship building