Executive Assistant

The Legends Agency; Cape Town; Hybrid; ZAR 200 000 - 300 000; Full time

Job summary

A leading company is seeking a proactive Executive Assistant based in South Africa to support the Co-Founder. This remote role involves managing schedules, coordinating meetings, and enhancing operational efficiency in a fast-paced startup environment. Ideal candidates will have experience in tech or SaaS, excellent communication skills, and a strong organizational mindset. Join a dynamic team and contribute to redefining sales capability development.

Qualifications

• 3+ years experience as an Executive Assistant or Chief of Staff.
• High proficiency in Slack, Notion, Google Workspace, and project management tools.

Responsibilities

• Manage the Co-Founder's daily schedule across international time zones.
• Plan and book travel for the Co-Founder and team.
• Track and drive execution of strategic projects.

Skills

Communication

Organization

Project Management

Education

Relevant Degree or National Diploma

Tools

Slack

Notion

Google Workspace

HubSpot

Asana

Job description

Location: Remote (Cape Town, South Africa)
Reports To: Co-Founder (UK-Based)
Type: Full-Time | Remote
Start Date: As soon as possible
Salary: R25 000 R30 000 pm

About Our Client

Founded in 2019, our client was born to solve the global skills crisis, where only 28% of sales professionals hit their targets. They saw a need to redefine how sales capability is measured and developedand that's exactly what theyve built.

Meet the Co-Founder

A former pro golfer who later launched the Startup Network at EYone of the worlds top consultancieshelping scale go-to-market strategies for Europes leading B2B firms. After manually running capability assessments, he saw the need for a scalable, tech-driven platformand our client was born.

The Opportunity

We are seeking a highly organized, proactive, and tech-savvy Executive Assistant based in South Africa to provide dedicated support to the Co-Founder. Youll become a vital partner in structuring a busy calendar, managing stakeholder communications, and enabling operational excellence in a fast-paced, high-impact startup environment.

This is a rare opportunity to work at the cutting edge of sales enablement tech, contributing directly to the growth of a company that is redefining how high-performing sales teams are built and scaled.

Core Responsibilities

Executive Support

• Manage the Co-Founders daily schedule across international time zones.
• Coordinate high-stakes internal and external meetings, including briefings and materials.
• Proactively manage emails, follow-ups, and gatekeeping responsibilities.
• Podcast guest appearance planning and interview scheduling.
• Co-founder coordination for both professional and personal commitments.
• Coordinating co-founders' personal life logistics.

Travel & Scheduling

• Plan and book travel (hotels, flights, itineraries) for the Co-Founder and team.
• Organise marketing events such as client dinners and breakfasts.
• Manage complex calendar logistics and time zone coordination.
• Event planning and on-site coordination when needed.
• Provide sales support, including drafting proposals and contracts.
• Conduct account research and build prospecting lists using tools like Apollo.
• Brief Co-Founder before meetings with critical insights and talking points.
• Support client onboarding and follow-ups.
• Coordinate G2 reviews and awards submissions.
• Manage client hospitality and gifting strategies.

Operations & Project Management

• Track and drive execution of strategic projectsensuring nothing falls through the cracks.
• Support recruitment efforts by screening candidates and scheduling interviews.
• Weekly cash flow updates and making payments.
• Sense-checking and validating data insights.
• Facilitate partnership communications and follow-ups.
• Support the Head of Learning in coordinating deliverables for client-facing workshops or engagements.
• Prepare CS collateral such as slides and documentation.
• Assist with setting up and managing the internal AI tool environment.

Tools & Workflow Management

• Leverage Slack, Notion, HubSpot, Asana, Google Workspace, and Calendly to automate and streamline processes.
• Maintain documentation and SOPs.
• Build and optimize internal workflows to reduce manual overhead.

Requirements

Must-Haves

• 3+ years of experience as an Executive Assistant or Chief of Staff, ideally in tech, SaaS, or startups.
• High proficiency in Slack, Notion, Google Workspace, HubSpot, and project management tools (Asana/Trello).
• Excellent verbal and written English communication.
• Experience collaborating remotely and across international time zones.
• Relevant Degree or National Diploma.

Personality Fit

• Highly organized, strategic thinker, tactical executor.
• Self-starter who is resourceful, adaptable, and solution-oriented.
• Emotionally intelligent and thrives in high-performance environments.
• Open to aligning work hours with the UK business day.

Bonus Points

• Exposure to sales enablement, coaching, or SaaS environments.
• Experience with performance data or dashboard tools.
• Familiarity with hiring frameworks or capability-based assessments.