Executive Assistant​/Junior Chief of Staff; CEO Office

Position: Executive Assistant / Junior Chief of Staff (CEO Office)
Location: Cape Winelands

Job Description

THE OPPORTUNITY THAT AWAITS YOU
Join a high-calibre, fast-scaling organisation operating at a pivotal stage of growth. This environment is defined by innovation, pace, and a strong commitment to excellence, where disciplined execution and clear prioritisation are critical to success.
Based in Stellenbosch with an international footprint, the business engages across multiple regions and time zones, offering exposure to a globally dynamic and fast-moving operating environment. You will work closely with a highly driven leadership team, contributing to a culture that values efficiency, accountability, and continuous improvement.
This is an opportunity to play a meaningful role in enabling leadership effectiveness while positioning yourself for accelerated growth within a high-performance setting.
YOUR

KEY RESPONSIBILITIES
As a trusted partner to the CEO and leadership team, you will ensure focus, alignment, and execution across the business:

Drive CEO effectiveness Own and manage the CEO’s calendar, inbox, and communications Prioritise time and commitments to maximise impact Ensure meetings are well-prepared, structured, and outcomes-driven Act as a gatekeeper and facilitator across stakeholders

Coordinate across the business Serve as a central coordination point across teams and leadership Schedule, prepare, and track key meetings and deliverables Maintain visibility on commitments and ensure accountability

Enable execution and follow-through Track progress on key priorities and strategic initiatives Translate decisions into clear next steps and ensure delivery Step into operational gaps to support execution when needed

Support operations and projects Assist with cross-functional initiatives and ad hoc projects Help bring structure to workflows, reporting, and priorities Reduce reactive workload by improving organisation and planning

Manage travel and logistics Coordinate local and international travel arrangements Ensure seamless execution across time zones

OUR REQUIRED EXPERTISE

Matric and completed tertiary qualification

3–6 years’ experience in an Executive Assistant, Operations, or similar role

Experience supporting a CEO, founder, or senior executive (preferred)

Exposure to startup, scale-up, or high-performance environments

Strong organisational skills with the ability to manage competing priorities

Experience working across international teams and time zones

Core Competencies:

Strong planning and organisational ability

Clear and professional communication skills

Proactive mindset with consistent follow-through

Execution-focused with strong attention to detail

High levels of judgement, discretion, and confidentiality

Confident stakeholder management at senior levels

Adaptability in a fast-moving environment

YOUR REWARD

Direct exposure to senior leadership

Clear growth pathway into operations or Chief of Staff roles

Opportunity to contribute to a scaling, high-impact environment

Collaborative, high-performance team culture

Hybrid working model based in Stellenbosch