Join the team that’s transforming an industry.


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

The Grid: the future of work.

Just like technology, times are changing fast and flexibility is an advantage, now more than ever. That’s why Olivians can work from anywhere. We call it The Grid — a Distributed Growth Plan, because we believe small teams move mountains and working where you’re most productive is pretty intelligent.

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What does it mean to be ‘on The Grid’?

To Olive, being “on The Grid” simply means you are actively working. The work model empowers Olivians to work wherever they most effectively drive the company mission forward, be that at home, in a cabin, on the beach or in one of our offices.

Our headquarters, referred to as The Hub, is proudly housed in Columbus, Ohio, and we have dedicated teams that work at AlphaSites: onsite AI command centers built within customer health systems across the country, as well as sub-stations (workspaces that house 10+ co-located Olivians anywhere in the country).

Careers - The best part?

The best part?

Olivians can freely move from The Hub to any substation across the U.S. based on personal preference or customer needs — we even encourage like-minded Olivians looking to create a substation in a new market to lead the charge.

Today, there are many great benefits of working at Olive — from free health insurance to unlimited PTO and more — but the ability to work at your best, no matter where you are, creates empowerment in our employees and deep connections in technology communities across America.

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.

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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.

Careers Open Positions

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.