Enrollment Specialist

Most of what makes American healthcare expensive isn’t medical care. It’s the machinery wrapped around it: confusing enrollment processes, fragmented systems, and administrative barriers that make it difficult for employers and members to access coverage.

Arlo is rebuilding health insurance for small businesses from first principles: simplifying enrollment, eliminating unnecessary complexity, and ensuring members can access coverage quickly and confidently.

AI is the foundation that makes this work. We use it to streamline onboarding, automate eligibility verification, and create a more efficient enrollment experience for employers and members alike.

We’re already operating at meaningful scale: profitable, hundreds of millions in premiums, tens of thousands of members covered, and growing quickly through brokers, employers, and partners. Backed by Upfront Ventures, 8VC, and General Catalyst, with a team from Palantir, YC companies, and longtime healthcare operators.

About the Role

We are seeking a Remote Enrollment Specialist to guide employers and members through the enrollment process and ensure a seamless onboarding experience.

You will be responsible for:

• Assisting members and employer groups with enrollment activities
• Reviewing applications and supporting documentation for completeness and accuracy
• Verifying eligibility and enrollment information
• Communicating enrollment requirements and deadlines
• Resolving enrollment-related issues and discrepancies
• Supporting onboarding efforts for new clients and members

What We Are Looking For

• Experience in healthcare enrollment, insurance operations, customer service, or benefits administration preferred
• Strong communication and organizational skills
• High attention to detail and accuracy
• Ability to manage multiple deadlines simultaneously
• Comfortable working independently in a remote environment

Process

• 20 min Initial Screen
• 30 min Hiring Manager Interview
• 30 min Enrollment Workflow Assessment
• 30–45 min Final Interview

Target Compensation Range

$100,000 – $145,000 + performance bonus

Why Join Arlo:

High ownership: You’ll get real responsibility from day one—our high-trust team empowers you to run with big problems and shape core parts of the company.

Join an important mission: Your work directly influences how people access care and improves lives at scale.

Growth & expansion: We’re moving fast, and as we grow, your scope will grow with us—new challenges, bigger opportunities, and rapid career velocity.

Apply AI to a problem that matters: Instead of optimizing ads or cutting labor costs, you’ll use AI to fundamentally reimagine how people get healthcare.

High pace, high collaboration: We operate with velocity, first-principles thinking, and a team that works closely, openly, and with ambition.

Exact compensation inclusive of salary and any bonuses is determined based on a number of factors including experience and skill level, location, and qualifications which are assessed during the interview process.

Arlo is an equal opportunity employer. We do not discriminate based on age, race, color, creed or religion, national origin, sexual orientation, gender identity or expression, military status, sex, disability, predisposing genetic characteristics, marital status, familial status, status as a victim of domestic violence, or arrest or conviction record, as defined under New York State law.