Senior Executive Assistant

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

Do you have a passion for hospitality and love creating unforgettable guest experiences? At Rest Easy, we believe in delivering more than just a key exchange - we create lasting connections by offering personalised recommendations and warm welcomes to all our guests. If you thrive in a team-oriented environment that values laughter, growth, and continuous learning, we want you on our team!

About Our Culture: At Rest Easy, we're more than just a team - we're a community of passionate individuals committed to creating unforgettable guest experiences. This is a place where your contributions will have a real impact, and your growth is as important as the company's. We believe in fostering a vibrant, energetic atmosphere where innovation, creativity, and collaboration are at the forefront. If you're looking for a dynamic environment that values fresh ideas and a can-do attitude, Rest Easy is the perfect place to elevate your career.

About the Role: We are seeking an experienced, highly efficient and proactive Senior Executive Assistant to support the CEO and COO of a fast-growing Property Management Company. The successful candidate will drive executive efficiency, oversee theGeneral Administrator, manage high-level communication and ensure strong coordination across the business. This role requires exceptional organisation, professionalism, and the ability to perform under pressure and meet demanding deadlines.

Key Responsibilities

Executive Support

• 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.

Leadership & Team Support

• 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.

Communication & Stakeholder Management

• 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.
• Ensure all queries are addressed promptly and escalated appropriately.
• Coordinate and communicate decisions and feedback on behalf of executives.

Operational & Administrative Support

• 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.

Property Management Environment Support

• 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.

Qualifications & Experience

• 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.
• Ability to work under pressure and manage conflicting priorities.
• Strong leadership and delegation skills.
• High level of discretion and confidentiality.
• Strong time management, problem-solving and organisation skills.
• Ability to adapt quickly to change and stay on top of fast-moving requirements.
• Confident, professional and presentable.

Personal Attributes

• Proactive, solution-driven and decisive.
• Calm and composed under pressure.
• Reliable, responsible and accountable.
• Strong relationship-building and people management skills.
• Detail-oriented with a results-driven mindset.