Careers at Olive

The people behind Olive are a passionate team of innovators – every employee here is a game-changing part of transforming the future of healthcare with AI.

Olive is a hyper-growth company that hustles daily to drive our mission forward. All of our teams work together to create the best possible experiences and products for our customers.

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Challenging the status quo – every day

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The Grid –
The future of work

Just like technology, times are changing fast and flexibility is an advantage, now more than ever.

Work from anywhere

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.

“Monolithic offices are dead. Olive is embracing The Grid: a growth plan where we don’t all have to be physically together to be a highly successful company.”
- Sean Lane, CEO of Olive
People working at desk

The Hub, Columbus, Ohio

So, what’s 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).

Customer Map Legend

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.

Free healthcare

Grid stipend

Unlimited PTO


EAP/Mental health resources

Getaways by Marriott Bonvoy

Family-building and fertility support via Kindbody

Three months parental leave

401(K) match

Wellness program

Our core values

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Olive Getaways: Powered by Marriott Bonvoy™

Olive Getaways powered by Marriott Bonvoy

At Olive, we believe that time off The Grid is just as important as time on. That’s why we encourage our employees to get away from work to relax, explore or try something new – while we foot the bill. Through the Olive Getaways program, every Olivian can receive 200,000 Marriott Bonvoy reward points that can be redeemed for free nights at any Marriott property, airfare, travel experiences, gift cards, events and more. Beach vacay, here you come.

Open Positions

Open positions

We’re looking for world-class talent and growing fast. Think you have what it takes? Check out our open positions below. Don’t see what you’re looking for? Send us a message along with your resume – we’re always on the lookout for our next talented game-changers.

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Olive logo

99 E Main St,
Columbus, OH 43215

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