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Chief of Staff, North America

Zen Educate


Job Location:

Vancouver - Canada

Yearly Salary: $ 120000 - 180000
Posted: 30 May 2026 (30+ days ago)
Application Deadline: 15 November 2026
Vacancies: 1 Vacancy
The job posting is outdated and position may be filled

Job Summary

$120000 - $180000 a year
Chief of Staff North America

Reports to: Chris Berry Managing Director North America
Location: Vancouver Canada Hybrid
Compensation: CAD $120000 to $180000 base plus equity depending on experience

Were up to something big.

Zens mission is to fully staff classrooms so all children can thrive and educators avoid burnout. We do this by combining a product that schools and educators love with a hard-working education-obsessed team.

Since launching in North America weve been growing 4x year over year. That kind of growth creates hard complex urgent problems across the business. Were now looking for a Chief of Staff North America to work closely with our leadership team as we scale.

This is a role for someone energized by these challenges. Someone who can move quickly create clarity from ambiguity and turn rapid growth into better systems sharper decisions and stronger execution. The right person will be able to operate at both altitude and ground level shaping strategy doing sharp analysis and getting deep into frontline processes when that is what the business needs.

Why Zen

There is a staffing crisis in education. Too many teachers are leaving the profession not enough are coming in and school leaders are being forced to manage daily staffing gaps with limited budgets and limited visibility.

Thats why Zen exists.

Were building a better way for schools to find vet and manage temporary educators. Our platform gives school leaders more control more transparency and better access to great educators while helping reduce wasted spend in education.

Zen is now a 500 person team operating across the UK US and Canada. Were venture backed well funded and building toward a national rollout across North America.

Were also a certified B Corporation which matters to us. It reflects the company we are trying to build: one that grows quickly performs exceptionally and stays deeply accountable to schools educators children and the communities we serve.

Were trying to do really well by doing good.

Why this role exists

Were scaling fast and the work is outrunning the org chart.

Youll work directly with the North American leadership team owning the operating cadence driving key cross-functional projects and jumping on problems that do not yet have a clear owner.

It is a broad remit by design. The business needs someone who can move fast across functions bring structure to ambiguity and make important work happen.

Youll report to Chris Berry Managing Director North America who made a similar move from consulting into startup revenue and operations. That means youll get close coaching from someone who understands the transition and will push you to grow quickly.

What youll do

No two days will be the same. You might be working on things like:

  • Partnering with leadership to refine strategy and priorities
  • Driving projects across Growth Operations Customer Success Finance and People
  • Supporting new market launches and commercial rollout plans
  • Building the operating cadence dashboards and decision-making systems we need to scale
  • Turning ambiguous problems into clear plans owners and outcomes
  • Jumping into urgent business problems when there is no obvious owner yet

The pace will be high. The work will be hands-on. The ownership will be real.

What were looking for

Were looking for someone with a demonstrated record of exceptional performance.

This is likely a fit for someone with 5 to 10 years of experience including time in consulting investing high-growth startups strategy operations revenue marketplaces or another demanding generalist environment.

We care less about the exact path you have taken than your slope judgment and evidence that you have operated well in demanding environments. You do not need to have been a Chief of Staff before but you do need to have shown that you can take on hard problems create clarity and momentum and drive real outcomes.

Traits that usually correlate with success in this role:

  • Relentless drive to deliver outcomes
  • Endless curiosity
  • Strong analytical judgment
  • Clear logical compelling communication
  • High ownership
  • Low ego
  • Comfort with ambiguity
  • Ability to influence senior stakeholders
  • Excitement to move between strategy and hands-on execution
  • Genuine care for the mission not just the title

No one at Zen is above the work and that is especially true for the Chief of Staff.

This is not a role for someone who wants a narrow lane. It is a role for someone who wants to be trusted with some of the most important problems in the business and help solve them.

What you might like or dislike

We move quickly. Priorities can change. Youll often be working with imperfect information and the business will still need a decision.

We value ownership. Youll be expected to notice what is broken figure out what matters bring people with you and get things done.

For the right person this will be fast fun and career-accelerating.

For the wrong person it will feel too ambiguous too broad and too intense.

Growth and progression

Choose your own adventure then earn it.

Youll work across the organization and be well positioned to move into a senior role over time. That could be in operations strategy commercial general management or something else entirely.

But this is not a fixed ladder with a guaranteed next step. The combination of business need and your ability to step into it will determine what comes next.

Compensation and Benefits
  • CAD $120000 to $180000 base depending on experience plus equity.
  • Equity compensation

  • 18 Paid Vacation Days and 11 Paid Company Holidays

  • Comprehensive medical dental and vision insurance

  • Sick leave

  • Paid biweekly

Interested Lets go.

If this sounds like the right level of exciting apply or reach out.

And if youre not sure you tick every box but this sounds like the kind of work youre built for reach out anyway.

Lets build something that actually matters.

We may use artificial intelligence (AI) tools to support parts of the hiring process such as reviewing applications analyzing resumes or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed please contact us.

Required Experience:

Senior IC


About Company

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Zen Educate is a simple, streamlined platform for teachers and teaching assistants to find work in schools without expensive agency fees.

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