Chief of Staff (EA)

About Cleo

At Cleo, we're not just building another fintech app. We're embarking on a mission to fundamentally change humanity's relationship with money. Imagine a world where everyone, regardless of background or income, has access to a hyper-intelligent financial advisor in their pocket. That's the future we're creating.

Cleo is a rare success story: a profitable, fast-growing unicorn with over $200 million in ARR and growing over 2x year-over-year. This isn't just a job; it's a chance to join a team of brilliant, driven individuals who are passionate about making a real difference. We have an exceptionally high bar for talent, seeking individuals who are not only at the top of their field but also embody our culture of collaboration and positive impact.

If you’re driven by complex challenges that push your expertise, the chance to shape something truly transformative, and the potential to share in Cleo’s success as we scale, while growing alongside a company that’s scaling fast, this might be your perfect fit.

About The Role

Cleo moves fast, and the CEO's time is our most scarce resource. The Chief of Staff (EA) ensures the CEO is always focused on the highest-leverage work - both professionally and personally - while building and leading the CEO Office as a high-performing function.

This is not a traditional EA role. You will combine hands-on executive support with operational leadership, managing the CEO's priorities, leading a small team, and driving execution across the organisation on the CEO's behalf. You'll handle everything from board prep to personal logistics, treating both with equal rigour and discretion.

Key Responsibilities

CEO Support & Enablement

• Provide comprehensive support across the CEO's professional and personal life, ensuring nothing falls through the cracks. 
• Own calendar management, travel, meeting preparation, and day-to-day logistics. Anticipate needs before they arise and solve problems before they escalate.

CEO Office Leadership

• Lead and develop the CEO Office function. 
• You will directly manage the CEO's existing Executive Assistant and coordinate with the Founders Associates who support senior leadership - ensuring alignment, consistent standards, and seamless coverage across the team.

Priorities & Operating Rhythm 

• Manage the CEO's priorities and time with discipline. 
• Triage inbound requests, enforce focus on what matters most, and build a sustainable weekly, monthly, and quarterly operating rhythm.

Meeting & Forum Management

• Design agendas, prep materials, and success criteria for CEO-led meetings. 
• Run the operational execution of leadership team meetings, board preparation, and investor engagements. Track decisions and ensure follow-through.

Communication & Coordination

• Draft and deliver high-impact communications on behalf of the CEO. 
• Translate verbal direction into clear written briefs and action items. Coordinate across stakeholders - internal and external- to drive alignment and execution.

What We're Looking For

• 5+ years supporting senior executives in fast-paced environments
• Demonstrated progression into broader operational responsibilities
• Experience managing or coordinating others is a plus
• Exceptional organisational skills with strong attention to detail
• Clear, concise written and verbal communication
• High EQ, discretion, and sound judgement when handling sensitive information
• Comfortable operating in ambiguity and driving outcomes without formal authority
• Proactive and self-directed; you don’t wait for instructions
• Execution-oriented and proud of precision and follow-through
• View the EA role as a launchpad for growth into broader operational leadership

What You'll Get For All Your Hard Work

• Competitive compensation (base + meaningful equity) with performance reviews every 6 months
• Transparent career progression and clear expectations tied to impact
• Hybrid-friendly work approach with flexibility built into how we work
• Generous annual leave and benefits (including parental leave, sabbaticals, mental health support, pension match)
• Opportunity to work directly with the CEO and executive leadership to shape how Cleo scales
• A high-ownership culture that values clear communication, execution excellence, and rapid learning

Other Benefits

• Company-wide performance reviews every 6 months
• Generous pay increases for high-performing team members
• Equity top-ups for team members getting promoted
• 25 days annual leave a year + public holidays (+ an additional day for every year you spend at Cleo, up to 30 days)
• 6% employer-matched pension in the UK
• Private Medical Insurance via Vitality, dental cover, and life assurance
• Enhanced parental leave
• 1 month paid sabbatical after 4 years at Cleo
• Regular socials and activities, online and in-person
• We'll pay for your OpenAI subscription
• Online mental health support via Spill
• Workplace Nursery Scheme
• And many more!

Welcoming Everyone

We strongly encourage applications from people of colour, the LGBTQ+ community, people with disabilities, neurodivergent people, parents, carers, and people from lower socio-economic backgrounds. If there’s anything we can do to accommodate your specific situation, please let us know.

Download The Test Flight

App access for people in the UK & Europe: If you are an iOS user, please use this link to sign up to our TestFlight version of the app, so you can have a play around with the functionality and features: https://testflight.apple.com/join/fDG9hWng

By submitting this application, I confirm that all the information given by me in this application for employment and any additional documents attached hereto are true to the best of my knowledge and that I have not wilfully suppressed any material fact. I confirm I have disclosed if applicable any previous employment with Cleo AI. I accept that if any of the information given by me in this application is in any way false or incorrect, my application may be rejected, any offer of employment may be withdrawn or my employment with Cleo AI may be terminated summarily or I may be dismissed. By submitting this application, I agree that my personal data will be processed in accordance with Cleo AI's Candidate Privacy Notice