Executive Personal Assistant to the Managing Director – Wine Estate & Hospitality

Location: Stellenbosch

Reporting to: Managing Director (MD)

Working Hours: Flexible, including occasional evenings and weekends as required by business operations.

We are seeking a highly professional and proactive Executive Personal Assistant (PA) to support the Managing Director of a dynamic and fast-paced Wine Estate & Hospitality business. This role requires exceptional organisational skills, discretion, and the ability to adapt to a flexible and sometimes unpredictable schedule. The ideal candidate will have a proven track record of supporting C-level executives and an understanding of the operational demands within the wine & hospitality industry.

Key Responsibilities:

• Executive Support: Provide high-level administrative, secretarial, and operational assistance to the MD.
• Schedule & Travel Management: Coordinate the MD’s calendar, schedule internal and external meetings, and manage travel plans, including local and international arrangements.
• Communication Management: Draft, review, and send correspondence on behalf of the MD. Act as the primary point of contact between the MD and internal/external stakeholders.
• Meeting Coordination: Organise and prepare for meetings, including compiling agendas, taking minutes, and following up on action items.
• Project Support: Assist the MD with ongoing business projects, research, and ad-hoc tasks to ensure business and personal objectives are met efficiently.
• Office Oversight: Maintain an organised and professional office environment for the MD and executive team.
• Stakeholder Engagement: Build and nurture relationships with key stakeholders, clients, partners, and internal teams.
• Confidentiality & Discretion: Handle sensitive information with the utmost confidentiality and professionalism.
• Prioritisation & Time Management: Help the MD manage workload, prioritise commitments, and remain focused on strategic goals.
• Flexibility & Availability: Adapt to changing schedules, work demands, and occasional after-hours commitments, especially during peak hospitality periods or major wine events.

Required Qualifications, Experience & Skills:

• Matric / Grade 12 (essential)
• Office Administration / Secretarial Diploma or equivalent (preferred)
• Minimum 5 years’ experience supporting a senior executive (MD, CEO, or equivalent)
• Experience in the hospitality, travel, or wine industry is highly desirable
• Must have own reliable vehicle and a valid driver’s license
• Advanced proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook)
• Strong organisational and time management skills
• Excellent verbal and written communication abilities
• High emotional intelligence and interpersonal skills
• Ability to multitask and work under pressure
• Discreet, trustworthy, and proactive in problem-solving
• Based in Cape Town or Stellenbosch