We’re hiring a strategic, detail-obsessed Executive Assistant to work remotely with a founder building multiple fast-scaling companies — including a training school and a wellness brand. This isn’t just an admin support role. This is about keeping the founder focused, on track, and accountable to the bigger vision.
Your job is to protect his time, prioritise what truly moves the needle, and ensure execution happens across systems, projects, and priorities. You’ll be working side by side (virtually) with a highly strategic founder — helping him drive, grow, and systemise across multiple ventures, while ensuring he also makes time for family, health, and personal life.
Key Responsibilities Strategic Focus & Accountability
- Act as an accountability partner: proactively check-in to ensure the founder is focused on top priorities
- Keep track of short- and long-term goals, and structure founder’s week around strategic execution
- Filter distractions, identify low-value tasks, and help drive delegation or systemisation
- Maintain a clear understanding of what the founder should and shouldn’t be doing — and hold that line
Calendar Management
- Own and manage the entire calendar.
- Balance deep work sessions, strategic time blocks, meetings and other commitments.
Admin & Communication
- Triage inboxes: manage emails, flag key threads, reply on behalf of the founder where needed
- Prepare daily/weekly overviews: decisions to make, meetings to prep for, actions to complete
- Communicate with internal team members and external stakeholders via Slack, Gmail, monday.com
- Coordinate reminders, scheduling, and check-ins with internal leads or external partners
Project & Systems Support
- Help drive company project progress: track tasks, deadlines, and follow-ups
- Support the building of simple systems in monday.com, Google Drive, and other platforms
- Spot inefficiencies and propose better ways of working
- Organise SOPs, workflows, or recurring task management across the founder’s ecosystem
Research & Light Ops
- Conduct research to inform founder decisions (competitors, tools, vendors, partners)
- Maintain documents, update dashboards, and assist in internal playbook development
Ideal Candidate Profile Must-Haves
- Based in South Africa
- 3–5 years in an EA, Chief of Staff, or ops role working directly with a founder or CEO
- Exceptional calendar management and strategic prioritisation instincts
- Very strong written and verbal communication skills
- Self-starter: highly organised, intuitive, and comfortable pushing for clarity
- Comfortable managing both work and personal calendars simultaneously
Strategic organiser – you plan weeks to help big things get done
- Accountability partner – you’re not afraid to push, remind, and challenge
- Detail ninja – nothing falls through the cracks
- Low ego, high trust – you know when to take control and when to step back
- Discreet and reliable – you’re someone a founder can fully trust
- Proactive – you don’t wait to be told; you spot and solve
What We Offer
- Remote-first, flexible role with a long-term founder
- Competitive South African salary based on experience
- Impactful work across meaningful ventures
- Direct mentorship and exposure to high-level business building
Opportunity to grow into a Chief of Staff or Ops Lead position
Job Type: Full-time
Pay: R12 000,00 - R20 000,00 per month
Experience:
- Executive Assistant or similar: 3 years (required)
