Strategic Executive Assistant to CEO & COO

Rest Easy; Cape Town; On-site; ZAR 420,000 - 660,000; Full time

Job summary

Rest Easy is seeking an experienced Senior Executive Assistant to support the CEO and COO in a fast-growing property management environment. The role requires exceptional organisation, discretion and the ability to thrive under pressure while coordinating across departments.

You will manage complex diaries, prepare correspondence and presentations, arrange travel, mentor the General Administrator, and act as the key liaison with property owners and stakeholders.

Qualifications

• Minimum 5-8 years' experience supporting C-Suite Executives.
• Experience within Property Management, Real Estate or Facilities Management is highly advantageous.
• Advanced MS Office and digital communication tools proficiency.
• Strong knowledge of professional business etiquette and corporate communication.

Responsibilities

• Manage complex diaries, scheduling and meeting coordination for the CEO & COO.
• Prepare, review and draft correspondence, reports, presentations and confidential documentation.
• Attend meetings, take detailed minutes, and ensure follow-up on action items.
• Screen and prioritise calls, emails and WhatsApp messages for the Executives.
• Manage extensive travel arrangements and logistical planning.
• Prepare briefing packs and ensure executives are well-informed and prepared ahead of engagements.
• Oversee and mentor the General Administrator, ensuring task allocation, performance and workload management.
• Delegate work effectively to support staff and ensure efficient execution of priorities.
• Support departmental coordination and provide guidance to internal teams when required.
• Act as the main point of communication between executives, staff, property owners, clients and stakeholders.
• Monitor and respond professionally to messages on WhatsApp business and owners' groups.
• Coordinate and communicate decisions and feedback on behalf of executives.
• Handle confidential documentation and sensitive company information.
• Manage company expenses, payments, receipts and executive financial administration.
• Assist in planning internal events, property meetings, inspections and operational activities.
• Track progress on projects and ensure deadlines are met across departments.
• Maintain a strong understanding of property management processes, tenant and owner relations.
• Assist executives with communication relating to property operations, reporting and portfolio updates.
• Support issue resolution and ensure accurate information is communicated to property owners.

Skills

Diary management

Executive support

Travel coordination

Stakeholder management

Leadership

Discretion & confidentiality

MS Office

Professional communication

Tools

MS Office

WhatsApp

Email management

Job description

Rest Easy is seeking an experienced Senior Executive Assistant to support the CEO and COO in a fast-growing property management environment. The role requires exceptional organisation, discretion and the ability to thrive under pressure while coordinating across departments.

You will manage complex diaries, prepare correspondence and presentations, arrange travel, mentor the General Administrator, and act as the key liaison with property owners and stakeholders.