Hello, we're Oscar

We are changing how health insurance works. Our goal is to make health insurance simple, transparent and human. We need your help to do so. We brought together leaders from top technology, service and healthcare companies to work side by side to disrupt health insurance. The result? Better people, better ideas, and better healthcare.

Why Work with Us?

The driven people who make up Oscar’s teams come from all over, with backgrounds as technology leaders, policy makers, and beyond. And they all have one thing in common – the desire to make a frustrating system more human and more friendly. You don’t have to have experience in health care – you just have to want to fix it.

An Insider's view of Oscar

What’s the vibe like in the office?

The vibe in the office super collaborative. I’ve never been at any company before where so many different departments work so closely together to accomplish the same vision and goals. It doesn’t matter if your team is member facing or not, the vision is the same - making health care simpler and easier to understand for our members.

Gabriela

Senior IT Technician

What's the biggest problem your team is solving?

We are striving to make a healthier life accessible and affordable for all. Everything we do is aligned towards solving that high-level problem and given the state of healthcare in the United States it is no easy task.

Isaac

VP, Engineering

What does career growth look like on your team?

As the product design director, it’s my responsibility to set the design team up for success. That means designers understand how they're performing now, how they're expected to grow and how they fit into the company’s future. At Oscar, one of our core values is 'powered by people' -- developing and growing our employees is what raises the bar.

Erin

Director, Product Design

How do you make yourself accessible to the rest of the team?

I believe accessibility is critical to effective leadership. Being accessible is not only about making time for your team, but also about fostering emotional and human connections with those around you. We have various forums in which I make myself accessible to the team, including an open door policy if anyone needs me for anything at anytime.

Sara

SVP, Product

What are some social events your company does?

Oscar does a great job of 'reading the room'. We have birthday celebrations and celebrate work anniversaries often. In addition, the "surprise & delight" events are always thoughtful, focusing on happiness, mental health, and just providing a plain old reason to take a breather. Nothing beats the company-wide camping trip over the summer though!

Blake

Recruiter II

Where we are

295 Lafayette St, New York, NY 10012

Perks + Benefits

Health Insurance & Wellness
Flexible Spending Account (FSA)
Flexible Spending Account (FSA)
Disability Insurance
Disability Insurance
Dental Benefits
Dental Benefits
Vision Benefits
Vision Benefits
Retirement & Stock Options
401(K)
401(K)
401(K) Matching
401(K) Matching
Company Equity
Company Equity
Performance Bonus
Performance Bonus
Child Care & Parental Leave
Generous Parental Leave
Generous Parental Leave
Flexible Work Schedule
Flexible Work Schedule
Family Medical Leave
Family Medical Leave
Vacation & Time Off
Unlimited Vacation Policy
Unlimited Vacation Policy
Generous PTO
Generous PTO
Sabbatical
Sabbatical
Paid Holidays
Paid Holidays
Perks & Discounts
Beer on Tap
Beer on Tap
Casual Dress
Casual Dress
Commuter Benefits
Commuter Benefits
Company Outings
Company Outings
Professional Development
Job Training & Conferences
Job Training & Conferences
Diversity Program
Diversity Program
  • Working at Oscar reminded me what it is like to work with people who truly care about the mission and the company.
    Gene
    Director, Information Security
  • I love my team! We are all in this together. We support one another, challenge each other, and are each other's biggest advocates.
    Keshar
    Manager, Recruiting
  • I never saw myself working in health insurance! Oscar very much changed my mind – it's an opportunity to fix this giant machine that currently does a lot of harm, but that has the power to completely reverse that impact.
    Catie
    Marketing Producer
Jobs at Oscar80 open jobs
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