Chief of Staff, North America

Reports to: Chris Berry, Managing Director, North America
Location: Los Angeles or Chicago, Hybrid
Compensation: USD $120,000 to $160,000 base, plus equity, depending on experience

Since launching in North America, we've been growing 4x year over year. That kind of growth creates hard, complex, urgent problems across the business. We're 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 this role exists

We're scaling fast, and the work is outrunning the org chart.

You'll 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.

You'll report to Chris Berry, Managing Director, North America, who made a similar move from consulting into startup revenue and operations. That means you'll get close coaching from someone who understands the transition and will push you to grow quickly.
What you'll 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 we're looking for

We're 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. You'll often be working with imperfect information, and the business will still need a decision.

We value ownership. You'll 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.

You'll 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

USD $120,000 to $160,000 base, depending on experience, plus equity.

We reward people who take on more and deliver more.
Interested? Let's go.

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

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

Let's build something that actually matters.