Executive Assistant

International tax is a rigged system. Tax rules get ever more complicated, compliance gets more expensive, and the Big Four controls the expertise. They charge fees that only giant companies can afford, while smaller businesses are left flying blind.

Caribou is a tax platform designed to make international tax accessible to every global business. We’re fixing Transfer Pricing first, where one million businesses are in need, but only ten thousand experts exist.

Our backers include Y Combinator, Accel, Lakestar and angel investors who were founders or executives of leading companies in London and San Francisco.

We’re looking for an Executive Assistant to support the CEO across operational, financial, and coordination responsibilities. This role is critical to keeping day-to-day operations running smoothly and ensuring the CEO can stay focused on high-impact work.

You’ll be a trusted right hand — highly organised, proactive, and comfortable juggling both business and personal operations with discretion and attention to detail.

In this role, you will:

• Manage calendars, meetings, and scheduling, including proactive rescheduling and conflict resolution
  

• Support invoicing and payment workflows, including reconciliation, tracking, and follow-ups
  

• Coordinate with accountants and external partners on invoices, VAT returns, and required documentation
  

• Maintain structured systems for recurring payments, records, and operational data
  

• Handle vendor and service provider coordination and follow-ups
  

• Organise and manage important documents and proofs of payment
  

• Provide clear written updates, reminders, and status tracking
  

• Anticipate needs, flag issues early, and resolve problems independently
  

You will work closely with the CEO and external partners to keep operations running smoothly behind the scenes.

• 1+ years of executive support experience

• Exceptionally organised with strong attention to detail

• Clear, professional written and verbal communicator

• Comfortable managing both business and personal operations

• Proactive, reliable, and able to manage multiple priorities

• Experience with tools like Notion and accounting software (e.g. Xero)

• Discreet and trustworthy when handling sensitive information