Senior Executive Assistant

Outsidecapital; Cape Town; Remote; ZAR 700,000 - 1,100,000; Full time

Job summary

OutsideCapital is seeking an experienced Senior Executive Assistant to support its UK-based CEO and coordinate the onboarding of newly acquired businesses. It is a varied role combining high-level executive support, stakeholder relationship management and group coordination within a fast-growing international organisation.

You will act as a trusted extension of the CEO, helping manage competing priorities, coordinate activity across the UK and South Africa, and ensure important commitments are

Qualifications

• 8–15 years' experience in executive support or closely related role.
• Proven experience supporting a CEO or senior executive.
• Outstanding organisational skills with strong attention to detail.
• Excellent written and verbal English communication skills.

Responsibilities

• Manage the CEO's diary, meetings and competing priorities across time zones.
• Coordinate correspondence, travel arrangements and executive meetings.
• Prepare agendas, presentations and meeting documentation; track actions.
• Build relationships with newly acquired business owners and their management teams during onboarding.
• Coordinate introductions to central functions (Finance, HR, IT, Compliance, Operations).
• Support group coordination between UK leadership and SA shared services; maintain action trackers.

Skills

Executive support

Stakeholder management

Group coordination

English communication

Independent / proactive

AI productivity tools

Tools

Microsoft 365

Job description

An established, international group is looking for an experienced Senior Executive Assistant to support its UK-based CEO and coordinate the onboarding of newly acquired businesses.

This is a varied role combining high-level executive support, stakeholder relationship management and group coordination within a fast-growing international organisation.

You will act as a trusted extension of the CEO, helping manage competing priorities, coordinate activity across the UK and South Africa, and ensure that important commitments are followed through. Alongside this, you will serve as a key point of contact for business owners and senior management teams joining the group through acquisition.

The ideal candidate is highly organised, proactive and personable, with the confidence and judgement to work independently with senior stakeholders.

Key Responsibilities

Executive Support

• Manage the CEO's diary, meetings and competing priorities across international time zones.
• Coordinate correspondence, travel arrangements and executive meetings.
• Prepare agendas, presentations, briefing materials and meeting documentation.
• Track agreed actions and follow up with senior stakeholders.
• Anticipate requirements, resolve issues proactively and handle confidential information with discretion.

Acquisition Onboarding & Stakeholder Management

• Act as a key point of contact for newly acquired business owners and their management teams.
• Coordinate introductions to central functions, including Finance, HR, IT, Compliance and Operations.
• Organise onboarding meetings and maintain regular communication with newly acquired businesses.
• Track outstanding actions, respond to practical queries and ensure requests reach the appropriate teams.
• Identify issues requiring senior management attention and ensure they are escalated appropriately.
• Build positive relationships and help new businesses feel supported as they become part of the wider group.

Group Coordination

• Coordinate activities between UK leadership and the South African shared services team.
• Support leadership meetings, internal events and group communications.
• Maintain action trackers and monitor agreed commitments.
• Help establish consistent administrative and onboarding processes across the group.
• Identify opportunities to improve coordination, communication and administrative efficiency.

Requirements & Experience

• Approximately 8–15 years' experience in executive support or a closely related role, with flexibility for exceptional candidates.
• Proven experience supporting a CEO, Managing Director, founder or similarly senior executive.
• Outstanding organisational skills, attention to detail and follow-through.
• Excellent written and verbal English communication skills.
• Confidence engaging with senior executives, business owners and other stakeholders.
• Strong initiative, sound judgement and the ability to work independently.
• Experience managing competing priorities in a fast-paced environment.
• The maturity to handle sensitive conversations and confidential information.
• Advanced proficiency in Microsoft 365, particularly Outlook, Teams, Word, Excel and PowerPoint.
• Comfortable using technology and AI tools to improve productivity.

Experience in an international, entrepreneurial, professional services, property or private equity-backed environment would be advantageous. Exposure to acquisitions, stakeholder onboarding or multi-business coordination would also be beneficial.

What Success Looks Like

You will establish a trusted working relationship with the CEO, bring structure and consistency to executive support, and become a reliable point of contact for business owners joining the group.

This is an opportunity for an accomplished Executive Assistant who enjoys taking ownership, building relationships and contributing to a growing international organisation.