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Home Flexible Job Board Agent Services Representative [Contractor]

$30–35/hr 13d ago

Agent Services Representative [Contractor]

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Spark Advisors

Chicago, IL, US

Full-time Permanent Contractor Remote

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Summary

Provide first-level support to health insurance agents and clients via phone, email, and chat while triaging incoming requests. Document interactions in the ticketing system and collaborate with internal teams to resolve complex issues.

Job Description

About Spark Advisors

We're building healthcare tech for a system that desperately needs it.

Each year, millions of Americans deal with confusing changes to their Medicare plans that impact their prescriptions, access to care, and pocketbooks. These aren’t just inconveniences – they are potentially life-altering changes that leave seniors medically and financially vulnerable.

Independent Medicare advisors play a crucial role in guiding seniors through this complexity and helping them find the right coverage for their needs. But their ability to be effective healthcare advocates has long been hamstrung by broken tools and outdated systems.

Spark is fixing that. We’re the fastest-growing Medicare platform in the country, combining AI, an industry-leading CRM, and client services to transform how 10,000+ brokers acquire, enroll, and support clients in their local communities.

Join a talent-dense team from Square, Ramp, Yext, Oscar, and Cedar — backed by Primary Ventures and Viewpoint Ventures — that is serious about building technology to expand access to quality healthcare. We offer remote work, sabbaticals, company retreats, and other generous benefits that earned us recognition as one of Inc. Magazine’s Best Workplaces of 2025

Healthcare is overdue for innovation. Let’s redefine what its future looks like — together.

Summary

Spark is looking for a Customer Support Associate. In this role, you will assist health insurance agents with their inquiries and provide initial support to clients. Your role involves addressing basic issues, escalating complex cases, and ensuring a seamless experience for all stakeholders. You will work closely with internal teams to resolve our clients' problems.

You will report to the Customer Experience Manager and partner with them to create an exceptional experience for our growing customer base.

Please note:
  • This is a contract position running from late September through December 2026
  • This is a full-time, hourly paid position with a pay range of $30.00 – $35.00 per hour
  • Training will take place in person in Chicago. Once training is complete, the role is fully remote

Key Responsibilities

  • Support Agents and Clients: Provide first-level support to health insurance agents and clients through various communication channels, including phone, email, and chat.
  • Triage Requests: Efficiently categorize and prioritize incoming requests to ensure timely resolution or escalation to appropriate departments.
  • Issue Resolution: Address common inquiries related to contract and onboarding status, as well as ad hoc requests from both internal and external customers.
  • Documentation: Accurately document interactions and resolutions in the ticketing system.
  • Feedback Loop: Gather feedback from agents and clients to identify areas for improvement in processes and services.
  • Collaboration: Work closely with other departments to resolve complex issues and improve service delivery.

Skills, Knowledge and Expertise

Competencies

  • Strong communication skills, both verbal and written
  • Excellent problem-solving abilities
  • Ability to work independently and as part of a team
  • Proficiency in using ticketing software and other communication tools
  • Strong organizational skills with attention to detail

Qualifications

  • Previous experience in customer service or support roles, preferably in the health insurance industry
  • Availability for the full contract term and ability to attend in-person training in Chicago
  • Fluency in Spanish not required, but nice to have
  • High school diploma or equivalent; additional qualifications in healthcare or insurance are a plus

Compensation

Hourly Range$30—$35 USD

Why you should join our team

By joining Spark, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the brokers and beneficiaries we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

We strive to help you and your family thrive. We're committed to supporting your happiness, healthiness, and overall well-being by providing a comprehensive benefits program. In addition to your base salary, we also offer:

  • Equity compensation
  • Health care, including dental and vision through our PEO Sequoia
  • Flexible work location; co-working available
  • 401k
  • Paid Time Off
  • Monthly Remote Work Stipend (help cover costs of home-office needs)
  • Paid Parental Leave
  • Up to 14 weeks for birthing parents
  • Up to 8 weeks for non-birth parents
  • 11 paid holidays
  • 2 week sabbatical at 5 years of employment 
  • Wellbeing Perks through SpringHealth, OneMedical, PerkSpot, and SoFi

Compliance 

Spark is a proud participant in E-Verify. As part of our commitment to compliance, we use the E-Verify program to confirm the employment eligibility of all employees working in the United States. For more information about E-Verify, please visit www.e-verify.gov.

Furthermore, for security and compliance requirements, we’re unable to accommodate international remote work. While we fully support travel and time off, all work must be conducted from an approved location within the U.S.

At Spark, we are committed to hiring the best team to serve our clients regardless of their background. We need diverse perspectives to reflect the diversity of our problems and the population we serve. We look to hire people from a variety of backgrounds, including, but not limited to, race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.

AI Notice: We may use AI-enabled tools to assist with certain aspects of our hiring process. These tools do not replace human decision-making, and all employment decisions are made by qualified team members in compliance with applicable laws.

About the company

Spark Advisors

Spark is the platform behind independent Medicare brokers — giving them the technology, services, and community to become true advocates for their clients.

Since 2019, we've grown from 200 brokers to more than 10,000. We've driven 250,000 enrollments in 2025 and we're building toward 1 million by 2027. We're one of the fastest-growing Medicare NMAs in the country.

The US healthcare system is the most expensive in the world, and one of the worst at helping people navigate it. The brokers on our platform are changing that — one enrollment at a time.

For the people who build Spark: this is not a mature company running a playbook. You own real outcomes, hold a high bar, and work on something where the impact is measurable. If that's what you're looking for, we'd love to talk.

Founded

2020

Company size

51-200 employees

Industry

Insurance

Org type

Privately Held

Headquarters

New York, New York

Apply Now

About the company

Spark Advisors

Spark is the platform behind independent Medicare brokers — giving them the technology, services, and community to become true advocates for their clients.

Since 2019, we've grown from 200 brokers to more than 10,000. We've driven 250,000 enrollments in 2025 and we're building toward 1 million by 2027. We're one of the fastest-growing Medicare NMAs in the country.

The US healthcare system is the most expensive in the world, and one of the worst at helping people navigate it. The brokers on our platform are changing that — one enrollment at a time.

For the people who build Spark: this is not a mature company running a playbook. You own real outcomes, hold a high bar, and work on something where the impact is measurable. If that's what you're looking for, we'd love to talk.

Founded

2020

Company size

51-200 employees

Industry

Insurance

Org type

Privately Held

Headquarters

New York, New York

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