Build the future with us.

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The Search

Talent to grow with our companies.

Diagram is creating companies for the coming era. Companies that solve problems we all face in financial wellness, personal health, insurance, and beyond.

We are doing this by working with the the best and the brightest people. Entrepreneurs, creatives, and game changers — they're all here because we support them and their talent, diversity, and audacity to dream big with us.

The Benefits

Being a game changer pays off.

Join Something Big, Early

Join Something Big, Early

You're at the apex of something big. Something meaningful and different.

Impact Lives Everywhere

Impact Lives Everywhere

Our companies are changing the insurance, financial services, and healthcare industry as we all know it.

Be Challenged and Learn

Be Challenged and Learn

This is the opportunity to push yourself and grow. Learn from others who have done it all before.

Generous Benefits

Generous Benefits

We all believe that people do their best work when they're happy and healthy. From offering 100% funded benefits plans to an in-house chef, we take care of everyone who works with us.

Prime Locations

Prime Locations

With offices in the heart of Toronto and Montreal, you'll be right where the action is with easy access to transportation and by being surrounded by other startups.

Competitive Compensation

Competitive Compensation

The best talent deserves to be well rewarded for their incredible contributions to moving the needle forward.

The Companies

Ideas that push us all forward.

A launchpad for the most exciting ventures in financial, insurance, and healthcare technology.

Take care of your people with beautiful, automated HR and benefits.

Collage
Collage

Quality healthcare anywhere, anytime.

Dialogue
Dialogue

The Process

How we hire the very best.

With experience hiring the most talented individuals for top performing companies and leading tech startups in North America, we have created a challenging but rewarding interview process that leaves us with the best people to build the future of insurance, financial services, and healthcare.

We involve as many of our team members as possible.

It is important for our candidates to meet with as many people as possible from different teams within the interview process, so be prepared to go through multiple interviews. Be natural. We want to learn as much as possible about you to make sure there is a strong mutual fit and ensure that you're placed in a position to succeed and realize your full potential.

We put you into the role and test you rigorously.

The best way to assess your candidacy is to put you into the shoes of someone within that role. By going through a series of case studies and technical interviews, this helps us better understand how you think, structure, and solve complex business and technical challenges and present a solution to it.