Executive Assistant to CEO (iGaming)

Initiate International; Wes-Kaap; On-site; ZAR 500 000 - 700 000; Full time

Job summary

A fast-growing iGaming company in South Africa is looking for an Executive Assistant to the CEO. This vital role requires a proactive individual with over 5 years of experience supporting senior executives, highly developed organizational skills, and a strong ability to handle confidential information. Responsibilities include managing diaries, preparing executive materials, and liaising with stakeholders, all while helping to steer the business. You will work at the heart of strategy and high-level decision-making in a dynamic environment.

Benefits

Exposure to leadership and strategy

Growth and development opportunities

High-performance environment

Qualifications

• 5+ years experience supporting C-suite or senior executives.
• Experience working in fast-paced, scaling or regulated environments.
• Strong technical capability: Google Workspace, MS Office, Slack, Zoom/Teams.

Responsibilities

• End-to-end diary, meeting, and travel management across time zones.
• Preparing board packs, executive reports, briefs and action trackers.
• Managing highly confidential communications and business matters.

Skills

Organisational skills

Confidentiality

Communication

Business acumen

Tools

Google Workspace

MS Office

Slack

Zoom/Teams

Job description

Overview

Our client is a fast-scaling iGaming and sports betting group operating across multiple regulated African markets. The CEO is building at speed, and they are looking for a high-calibre Executive Assistant to become the operational backbone of the business.

You will sit at the centre of growth, strategy, and execution — trusted with sensitive information, exposed to board-level decision-making, and empowered to manage complexity at scale.

This is a role for someone who does not simply react to the business, but helps steer it.

Your Role in the Business

You will act as the CEO’s right hand — protecting time, driving structure, and ensuring the business operates with pace and clarity.

Your key job responsibilities as Executive Assistant to CEO will include:

• End-to-end diary, meeting, and travel management across multiple countries and time zones
• Anticipating scheduling conflicts, reprioritising in real time, and protecting executive focus
• Preparing board packs, executive reports, agendas, briefing documents, and action trackers
• Managing highly confidential communications and sensitive business matters
• Acting as first point of contact for senior stakeholders, regulators, partners, and advisors
• Coordinating executive, regulatory, investor, and leadership meetings
• Tracking strategic priorities, action lists, deadlines, and follow-ups
• Drafting and screening correspondence on behalf of the CEO
• Liaising with legal, finance, compliance, technology, and operations teams
• Supporting presentations, strategy documents, and leadership communications
• Managing ad-hoc operational requests and high-impact special projects

Who Will Succeed in This Role

You bring structure to complexity and clarity to fast-moving environments. You are commercially aware, emotionally intelligent, and comfortable operating at the highest level of the business.

Requirements for this Executive Assistant to CEO role in Cape Town, South Africa

• 5+ years experience supporting C-suite or senior executives
• Experience working in fast-paced, scaling or regulated environments
• Exceptional organisational and prioritisation skills
• Strong business acumen and sound judgement
• Excellent written and verbal communication
• High levels of discretion, confidentiality, and professionalism
• Confidence engaging with senior leaders and external stakeholders
• Strong technical capability: Google Workspace, MS Office, Slack, Zoom/Teams

Experience in iGaming, sports betting, fintech, payments, or regulated industries is highly advantageous.

Personality & Working Style

• Strategic, proactive, and commercially minded
• Calm under pressure and decisive when priorities collide
• Comfortable pushing back and protecting executive focus
• Detail-driven, solution-oriented, and dependable
• Energised by responsibility, complexity, and pace

You operate at CEO level — and you enjoy the challenge.

Why Join

This is not a support role. This is a strategic partnership.

This is a seat at the table of a business scaling across some of Africa’s most exciting regulated markets. You will gain direct exposure to leadership, strategy, regulatory operations, and high-value partnerships.

This role will stretch you, accelerate your growth, and place you at the centre of a high-performance organisation.