Join the team that’s transforming an industry.

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Work at Olive

Challenging the status quo, every day.

See what it's like to be part of a team that's transforming healthcare and innovating every step of the way.

Our core values

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Choose vision over status quo

Obsess like lives depend on it

Act with urgency

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The office is dead. Long live The Grid.

Learn how our innovative distributed work model helps us scale as an asynchronous, nation-wide company and has set a precedent for access to top-tier talent.

The benefits of working at Olive.

We take the health and happiness of our employees seriously and consistently evaluate new ways to provide an amazing place to work. From retirement planning to a wellness program designed to actively incorporate mental and physical wellness into daily interactions amongst fellow Olivians, we make sure to take care of our own.

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Free or affordable health insurance plans.

Grid stipend.

Unlimited PTO.

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Telemedicine and EAP mental health resources.

Wellness programs.

Getaways by Marriott Bonvoy.

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Family-building and fertility support via Kindbody.

Three months paid parental leave.

401k match.

Employee Resource Group

Employee resource groups.

Volunteer time and opportunities.

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Diversity, equity and inclusion: becoming more human.

At Olive, we challenge ourselves to be more inclusive and diverse every day because we believe that through inclusion and diversity, we become our most human. And that’s our mission, to make healthcare — and ourselves — more human.

Talent acquisition at Olive.

The application process at Olive is simple and straightforward. First, take a look at our open positions and submit our (short) application with your resume. We'll be waiting!

If your experience matches our needs, we’ll reach out to schedule a conversation — and we do mean conversation. This is your chance to put your best foot forward, but also a time for you to ask questions about working for Olive.

Our interview process is where things get interesting. Each functional area at Olive has a different order and process for interviewing, but all include a few behavioral and situational questions. For example:


For a sales position, you can expect a virtual “Day in the Life” interview with a team member in that role who can speak to day-to-day expectations.


For a tech position, you can expect to complete a take-home technical assessment in addition to a “Day in the Life” interview.


For a corporate position, you may be asked to complete a role-based assignment that will be shared with the hiring team.

The goal is: We want to ensure that you’re a great fit for us AND we’re a great fit for you! We pledge that if at any point we determine the role is not a fit, you'll receive written or verbal communication from our talent acquisition team.

And if you are a great fit, congratulations! A member of our team will walk you through your offer and Olive’s amazing benefits package.

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Open positions

We’re looking for world-class talent and growing fast. Check out our open positions below. Don't see what you're looking for? Check back soon because we're continually adding new positions and hiring at a rapid rate.