Chief Executive Assistant

This is a fully remote position, open to applicants in South Africa.

📋 Description

• Oversee the CEO’s calendar, priorities, weekly planning processes, and daily execution check-ins.

• Transform "brain dumps" into organized tasks, assigning owners, deadlines, and necessary follow-ups (including escalation when required).

• Facilitate cross-business execution: align plans, eliminate obstacles, and maintain momentum through swift adjustments.

• Keep a weekly portfolio scorecard that includes marketing, sales KPIs, project milestones, risks, and upcoming actions.

• Collaborate with key operators and partners (Operations, Sales, and Deal partners) to monitor commitments and ensure accountability.

• Coordinate efforts across different time zones and teams (including St. Martin ground support and remote virtual assistants).

• Assist with light communication with investors/clients (owners/investors, not guests).

⛳️ Requirements

• Experience in roles such as Chief of Staff, Senior Executive Assistant, or Operations Partner, supporting a founder or CEO.

• Demonstrated capability to manage execution systems from start to finish (priorities → plans → tracking → completion).

• Comfort in enforcing accountability with senior operators and partners; clear and confident follow-up style.

• Strong project management abilities (using tools like ClickUp, Asana, or similar) and a discipline in KPI reporting.

• Non-negotiable: Prior experience working remotely; proficient in remote collaboration tools (Slack, Zoom, Google Workspace, Asana/ClickUp, or similar) and ideally experience with US or UK-based companies—applications without this will not be considered.

🏝️ Benefits

• Highly competitive and transparent compensation.

• Rewarding performance and results.