Chief of Staff

About Happy Robot

Happy Robot is the infrastructure for enterprises to build and orchestrate AI work forces. Our AI workers don't just communicate - they make decisions, take action, and run operations autonomously across voice, email, and enterprise systems. Born in Y Combinator (S23) and backed by a16z and Base
10 with over $60M raised, we power critical operations for global enterprises worldwide.

Our platform is battle-tested in the most demanding environments - where AI has real consequences. We started in logistics, built our own voice stack, models, and orchestration layer from the ground up, and are now bringing that infrastructure to every enterprise that runs the real economy.

We are looking for a Chief of Staff to act as a force multiplier for the COO and executive team, you will sit at the intersection of Strategy, Operations, Go-To-Market, and People. This is a role for a high output generalist who moves fluidly between big picture strategy and in-the-weeds execution. You are the connective tissue that keeps the leadership team aligned, the company's priorities on track, and the operating cadence sharp as Happy Robot scales.

• The Bridge to Leadership: act as a direct partner to the COO and executive team, translating strategic priorities into clear plans and following through until they land.
• Operating Rhythm: design and run the company's leadership meetings, all-hands, and quarterly planning cycles, and continuously improve the systems that keep the company aligned.
• Cross Functional Execution: lead special projects that span Product, Go-To-Market, and Operations, owning outcomes from scoping through completion.
• Board and Investor Materials: prepare board decks, investor updates, and executive communications with clarity and precision.
• Metrics and Accountability: define and track company-wide OKRs with the COO and executive team, and use data to surface where the company is off track.
• Organizational Gaps: identify where structure or process is missing across the company and build what is needed to close the gap.

• A trusted operator who earns credibility with executives and individual contributors alike.
• Comfortable with ambiguity and energized by building structure where none exists.
• Someone who treats every project, no matter how small, as a reflection of their standards.
• Low ego, high ownership, and willing to do whatever the company needs, even when it is not your job.

• 4+ years of experience in a high ownership role such as management consulting, investment banking, startup operations, or a prior Chief of Staff position.
• Strong analytical and technical aptitude, with the ability to work with data to inform decisions.
• Experience working in a multi stakeholder environment, interfacing between executives, Engineering, and Commercial or Field teams.
• Excellent written and verbal communication skills, with the ability to synthesize complex information for executive and board level audiences.
• Ability to balance big picture strategic work with in the weeds execution.
• Experience at an early or growth stage startup is strongly preferred.

• Opportunity to work at a high-growth AI startup, backed by top investors
• Rapidly growing and backed by top investors including a16z, Y Combinator, and Base
  10
• Ownership & Autonomy
  - Take full ownership of projects and ship fast
• Top-Tier Compensation
  - Competitive salary + equity in a high-growth startup
• Comprehensive Benefits
  - Healthcare, dental, vision coverage
• Work With the Best
  - Join a world-class team of engineers and builders

We take full responsibility for our work, outcomes, and team success. No excuses, no blame-shifting — if something needs fixing, we own it and make it better. This means stepping up, even when it's not "your job." If a ball is dropped, we pick it up. If a customer is unhappy, we fix it. If a process is broken, we redesign it.

We don't wait for someone else to solve it — we lead with accountability and expect the same from those around us.

Putting care and intention into every task, striving for excellence, and taking deep ownership…