Skip to content
← Back to job listings

Chief of Staff to the US CEO

sunday · Remote, United States

Business StrategyRemoteExternal listingfull-timeabout 1 hour ago

About The Role

👋 About Us

sunday is building the fastest, simplest way to pay in restaurants. With a quick scan of a QR code, diners can pay, tip, and leave in about 10 seconds. We believe great products should feel obvious, not complicated, and we focus relentlessly on keeping things simple while earning trust from restaurants and guests at every interaction. Today, sunday powers payments in thousands of restaurants across the US, UK, and France, helping operators turn tables faster, increase tips, and unlock valuable insights. We push ourselves to go beyond what’s expected, building with ownership, moving fast, and scaling with ambition as we tackle our biggest growth opportunity in the US.

This role is based in New York, US , with an expected start date of October 1st.

About the Role

We are looking for a Chief of Staff to the US CEO to become the operating backbone of the US leadership team and a high-trust thought partner to the US CEO. This person will translate strategy into execution, create clarity across the leadership team, and ensure that the US organisation moves with focus, urgency, and accountability.

The role combines strategic thinking, exceptional organisation, analytical depth, and hands-on execution. You will own the US leadership operating cadence end to end, drive execution of US OKRs, lead strategic discussions with partners, and contribute to decisions around product vision, strategic bets, and new ventures.

This is an opportunity to work directly with senior leadership and a co-founder, influence the direction of the US business, and help shape the operating model of a scaling technology company.

Join early, grow fast, and shape the journey!

Key Responsibilities

Own the US leadership operating system

  • Establish and continuously improve the operating cadence of the US leadership team.
  • Own weekly OKR execution, including tracking progress, surfacing risks, clarifying ownership, and driving follow-through.
  • Map US OKRs, owners, dependencies, and milestones so that priorities are visible and actionable.
  • Prepare agendas, pre-reads, reporting, and follow-ups for leadership meetings and business reviews.
  • Improve decision clarity, accountability, and operating rhythm across the US leadership team.

Be the US CEO's strategic thought partner

  • Act as a trusted, analytical right hand to the US CEO across product vision, strategic Bets, new ventures, adoption, performance, and OKRs.
  • Help the US CEO prioritise, make trade-offs, and protect focus on the highest-impact topics.
  • Prepare strategic analyses, recommendations, and executive materials for important internal and external discussions.
  • Contribute to early bets and develop a strong understanding of adoption dynamics and business performance.
  • Align US CEO on her top priorities and help increase leadership time efficiency.

Lead strategic partner work

  • Own strategic discussions and relationship plans with key partners.
  • Build structured views of partnership opportunities, risks, economics, and next steps.
  • Coordinate cross-functional preparation and execution so that partner discussions translate into outcomes.
  • Own relationships with at least two key partners over time.

Drive cross-functional execution

  • Work across Product, Operations, Sales, Partnerships, Finance, and People to turn priorities into results.
  • Work directly with the global CEO and the Chief of Staff to the CEO.
  • Identify blockers early, bring the right stakeholders together, and ensure decisions are implemented.
  • Support strategic initiatives, new ventures, and high-priority US projects from definition through execution.
  • Help the organisation operate with greater focus, maturity, and clarity.

About You

  • +5 years of experience as a Chief of Staff, strategic operator, consultant at an MBB firm, co-founder, or equivalent high-ownership role.
  • Experience in a high-quality, well-funded Series A–C technology startup or similarly demanding environment.
  • Exceptional organisational skills and the ability to manage multiple strategic workstreams without losing sight of outcomes.
  • Strong analytical mindset and comfort turning ambiguous questions into clear recommendations.
  • Business and impact orientation, with sound judgement about priorities, trade-offs, and ROI.
  • Entrepreneurial spirit and comfort operating with limited structure and high ambiguity.
  • Agile mindset: able to learn quickly, adapt plans, and move from discussion to action.
  • Hands-on, solution-oriented approach and a high standard for execution.
  • Excellent written and verbal communication, with the ability to create clarity for senior stakeholders.
  • Demonstrated excellence in at least one area such as academics, sports, extracurricular activities, volunteering, or professional achievement.

What We Offer

  • Salary: $190,000–$220,000
  • Stock Options
  • A great office in the heart of New-York with a balance of in-person and remote work
  • Free Vacation Policy
  • 100% Employer-Covered Health Insurance
  • 401K Plan

You will have direct access to the US leadership team, the US CEO, and a co-founder. You will own meaningful parts of US strategy and OKR execution, gain exposure to product vision and new ventures, influence strategic partner relationships, and help shape a scaling business at a critical stage of its growth.

Interview Process

  • Share your story: Application with resume
  • Let's get to know each other through a phone screen interview
  • Meet with the hiring manager
  • Impress your future colleagues with a case study
  • Meet with a Leader
  • Reference Checks (3 most recent managers)
  • Offer: we want you

Thank you for taking the time to apply, and looking forward to getting to know you!

sunday is an equal opportunity employer and does not discriminate and all qualified applicants will receive consideration for employment without regard to race, creed, color, sex, affectional or sexual orientation, gender identity or expression, gender, ethnicity, religion, national origin, ancestry, nationality, age, disability, marital status, veteran status, genetic information, or on any other basis prohibited by law (except where an attribute is a bona fide occupational qualification).

This is an external listing. JobSpring does not represent or verify the employer. Report this listing