Strategy and Ops Intern - Summer 2026 - Canada

Alan is building a vertically integrated health partner uniting insurance and healthcare into one seamless system. Globally we have 35,000 customers, 1 million members and $1B+ revenue.

In Canada, we’re early, and growing fast bringing a $6B+ global company into a new market.

Our mission: Help people live in good health to 100 years old while helping employers feel proud, turning health benefits from a cost centre into their most valuable investment.

🚀 Your mission

Alan Canada is building its engine and you'll be at the heart of it.

You’ll support the Chief of Staff across of business topics from strategy in 2026, GTM, ops and more using AI & automations to create an unfair advantage to move faster, reach further, and build smarter.

One summer. The best opportunity to build health tech. Output that lasts.

Possible projects include:

As such, you can’t be exhaustive on the missions you will perform as an intern, as you can be asked to help on almost any subject.

• Strategy - Map the Canadian market, segments, verticals, opportunities to examine; support leadership on strategic projects — market sizing, analysis, business cases; Identify strategic business opportunities, perform business analyses and growth modelling

• Product & Design - Contribute to the product vision by identifying and exploring strategic product opportunities, support the continuous improvement of Alan’s core offering, conduct user research, assist in design & prototyping

• Growth & Brand - Support events, sponsorships, and community presence in the Toronto tech ecosystem, help create content that positions Alan as the voice of modern health benefits in Canada

• Corporate & Governance - Support the constitution of our board packs, legal research & senior leadership Alaners meetings.

• Talent - Sourcing and recruiting the next batch of Alaners

Examples of past intern projects

• GTM engineering - Built AI workflows used by the GTM team - automations for outbound, reporting, and lead enrichment

• Brand - Helped launch events and content in the Toronto tech ecosystem - founder dinners, sponsorships, in-person events

• Recurring tasks - Coordinating the weekly internal communication, supporting the GM with meeting preparations, organising the internal events, recruiting the next batch of interns - and many more...

• Product - Prototyped internal tools to scale growth — tested AI tools, built small apps, and documented playbooks

Your profile

• Analytical & business sense — frame the right questions, make sound decisions in ambiguity, think at the company level

• Execution & collaboration — own projects start to finish, direct yourself and others toward outcomes

• Versatile & organized — switch contexts without losing quality, deliver with precision and minimal hand-holding

Must have

• Studying business, commerce, engineering, or similar

• Curious about AI and how it applies to business

• Strong written communicator

• Self-starter who ships

Nice to have

• Experience with AI tools or coding projects

• Marketing, growth, or content experience

• Built something yourself — anything

Perks

• Free lunch at King & Yonge office

• Direct exposure to GM, Chief of Staff, and leadership

• Alan health coverage

• Real responsibility from week one

We hire builders, not resumes.
If this sounds like you, apply — even if you don’t check every box.