Customer Service Representative (Remote FL)

Remote from: USA
Salary, yearly, USD: 38,000 - 38,000
Department: Customer Success
Employment type: Full Time,
Job posted: 12 Jul 2026
Apply before: 12 Aug 2026
Experience level: Entry-Level
Junior
Views / Applies: 31 / 2

About company

About Oscar

To make a healthier life accessible and affordable for all.

Insurance
2012

Actively Hiring

AI Summary

This is a remote Customer Service Representative role at Oscar Health, a health insurance company focused on technology and member service. The position involves handling high-volume customer interactions and back-office tasks, requiring strong communication and problem-solving skills. Candidates need 1+ year of customer-focused experience and 6 months in healthcare. The role offers a set pay rate of $19/hour ($38,000 annualized) and includes benefits. It is open to Florida residents and may require occasional travel.

Role DNA

Job Complexity

Easy Hard

Pace & Pressure

Relaxed Fast-paced

Autonomy Level

Guided Full Ownership

Communication Load

Independent Highly Collaborative

AI Insight The role requires some healthcare experience and handling complex customer issues, but is entry-level with clear procedures, so difficulty is moderate.

Salary Analysis

AI Insight The offered salary of $38,000 is at the lower end of the market range for customer service representatives in healthcare, which typically spans $30,000 to $45,000. Given the remote nature and healthcare industry, this is slightly below average but may be offset by benefits and growth opportunities.

Core Skills Required

Customer Service Healthcare Problem Solving Communication Data Entry Compliance Remote Work Bilingual Microsoft Office Time Management

Cover Letter Sample

Dear Hiring Manager,

I am writing to express my strong interest in the Customer Service Representative position at Oscar Health. With over two years of experience in high-volume customer service and a background in healthcare administration, I am confident in my ability to deliver exceptional support to members and providers. My strong communication skills and attention to detail allow me to handle complex inquiries efficiently while maintaining compliance with regulations.

I am particularly drawn to Oscar's mission of transforming healthcare through technology and member-focused service. In my previous role, I consistently met productivity and quality targets, and I am eager to bring my problem-solving abilities to your team. I am comfortable working in a fast-paced, remote environment and am proficient with various software tools.

Thank you for considering my application. I look forward to the possibility of contributing to Oscar's success and would welcome the opportunity to discuss my qualifications further.

Sincerely,
[Your Name]

Sample Interview Questions

Can you describe a time when you handled a difficult customer interaction and how you resolved it?

In my previous role, a member was frustrated about a denied claim. I listened actively, empathized, and explained the reason for denial. I then guided them through the appeals process and followed up to ensure resolution. The member later thanked me for my patience and support.

How do you prioritize tasks in a high-volume environment?

I use a combination of urgency and impact to prioritize. For example, I handle time-sensitive issues like appointment scheduling first, then move to less urgent tasks. I also maintain a to-do list and communicate with my team if I need assistance.

What experience do you have with healthcare regulations and patient privacy?

I have worked in a medical office where I handled PHI daily. I am familiar with HIPAA regulations and always ensure that patient information is discussed only with authorized parties and stored securely.

This role requires proficiency with Google Suite or Microsoft Office. Can you give an example of how you've used these tools in a previous job?

I frequently use Excel to track member cases and create reports, and I use Google Docs for collaborative documentation. In my last role, I created a shared spreadsheet to monitor service tickets, which improved team efficiency.

Why do you want to work at Oscar Health?

I admire Oscar's innovative approach to health insurance and its focus on member experience. I want to be part of a company that uses technology to simplify healthcare, and I believe my customer service skills align well with Oscar's mission.

Hi, we’re Oscar. We’re hiring a Customer Service Representative to join our Member and Provider Services team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

This role is a volume-driven customer service and production-based role that handles the daily activities involved in running a health insurance company including customer interactions and back office tasks following standard operating procedures.

You will report into the Concierge Operations Manager.

Work Location:

This is a remote position, open to candidates who reside in Florida. While your daily work will be completed from your home office, occasional travel may be required for team meetings and company events. #LI-Remote

Pay Transparency:

The set pay rate for this role is $19.00 per hour. You are also eligible for employee benefits and monthly vacation accrual at a rate of 15 days per year.

Responsibilities:

Develop a comprehensive understanding of the current processes, procedures, and tools associated with the Oscar business model.
Work with members, brokers, providers, and Oscar vendors through multiple channels according to assignment needs
Manage an assigned caseload, maintaining service delivery, productivity, and quality expectations
Form working relationships with all partners.
Support the leadership team by identifying issues through established escalation pathways
Monitor and track the health of all assigned work-in-progress issues.
Escalate and resolve issues to ensure appropriate turnaround times
Participate in process improvement projects
Comply with all operational, regulatory, and compliance standards relating to member Personal Health Information (PHI)
Compliance with all applicable laws and regulations
Other duties as assigned

Requirements:

1+ years of experience in a high-volume or customer-focused setting.
6+ Months of healthcare experience
High school diploma or GED

Bonus points:

Strong quantitative or analytical skills focused on identifying or solving problems
Must be bilingual in Spanish and English with full professional proficiency in reading, writing, and speaking.
Experience manipulating and entering accurate data
Advanced Google Suite or Microsoft Office capabilities

This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We’re on a mission to change health care — an experience made whole by our unique backgrounds and perspectives.

Pay Transparency: Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

Reasonable Accommodation: Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (accommodations@hioscar.com) to make the need for an accommodation known.

California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy.

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