Executive Assistant to CEO

We’re seeking an experienced, high-performance Executive Assistant to support the CEO and founder. This role is integral to protecting the CEO’s time, driving execution on critical initiatives, and ensuring operational clarity across both business and personal domains. There is a $5,000 sign on bonus once activated.

You’ll serve as a strategic partner - managing communications, schedules, projects, and priorities with discretion, speed, and precision. The ideal candidate has experience working with founders or C-suite leaders in fast-paced, high-accountability environments and thrives when given ownership over outcomes.

This is not a traditional support role. It requires exceptional judgment, proactive problem-solving, and the ability to lead through influence. This role is for someone who thrives in high-leverage environments, where every decision, calendar move, or communication shapes the executive’s ability to focus on the business. You will be trusted to make judgment calls, own workflows, and act on behalf of the executive when needed. Your work will enable the CEO to operate at peak capacity by ensuring the right things happen, at the right time, with minimal friction.

Our ideal candidate has supported top founders, executives, or operators in fast-growing, operationally complex organizations. But more importantly, they think critically, move decisively, and understand the magnitude of being trusted with a leader’s most valuable asset: their time, energy, and brand.

If you excel under pressure, communicate clearly, and operate with total discretion, this role offers a unique opportunity to work alongside a visionary operator at the forefront of entrepreneurship and business education.

Values alignment is non-negotiable. Due to the proximity, you will have access to the founders of the company. It is of the utmost importance that you deeply resonate with the values they have set forth…

- Sincere Candor

- Unimpeachable Character

- Competitive Greatness

Our founders are mission-driven, and the goal of the entire administrative team is to make sure that they can focus on the strategy of the business - while we handle the rest.

We consider ourselves the “nucleus” of the organization and take immense pride in the work we do, reflecting our founders' mission and values in all interactions and work we do.

1. Executive Operations

• Manage and proactively optimize the CEO’s calendar 3+ months in advance, coordinating across departments and personal obligations.

• Act as a strategic gatekeeper—filtering requests, resolving conflicts, and ensuring alignment with CEO priorities.

• Prepare agendas, background materials, and meeting briefs; follow up to ensure stakeholders are prepared and aligned.

• Monitor and manage CEO inboxes, Slack channels, and incoming speaking inquiries.

• Handle a range of business and personal tasks, including errands, household coordination, and office upkeep.

• Attend internal meetings, take detailed notes, and ensure seamless follow-through.

• Maintain regular check-ins with the CEO to ensure momentum on key deliverables and tasks.

2. Time & Task Management

• Track and prioritize all executive tasks and deadlines using Asana; update and follow through autonomously.

• Anticipate scheduling issues and resolve potential conflicts before they arise.

• Continuously improve workflows, removing bottlenecks to protect CEO focus and decision-making bandwidth.

3. Communication & Representation

• Draft, proofread, and edit all written communication with precision and tone alignment.

• Represent the CEO with professionalism and discretion in all internal and external interactions.

• Serve as a cultural ambassador, embodying company values in every conversation.

• Respond promptly via Slack during business hours (within 2 minutes).

4. Project & Initiative Management

• Coordinate and manage strategic initiatives, ensuring deadlines, follow-ups, and accountability.

• Own ad-hoc projects end-to-end, including travel logistics, speaking events, and media production.

• Provide clear instructions and updates to stakeholders; ensure project visibility and status tracking in Asana.

• Lead quarterly planning coordination for the Strategic Team and other key leadership cadences.

5. Operational Rhythm & Strategic Flow

• Coordinate quarterly planning and offsite prep for the Strategic Team.

• Anticipate obstacles and present vetted solutions before problems reach the CEO.

• Maintain total discretion and confidentiality on all personal and professional matters.

• Be “always on” during critical windows—

  • Available outside of 8-5 working hours;

  • Available to be on-call as needed;

  • Weekend coverage rotates

• The CEO’s time is focused only on the highest-leverage decisions.

• Business and personal logistics are run with precision and zero friction.

• Strategic projects accelerate faster through your ownership and follow-through.

• The executive team runs sharper, cleaner, and more aligned because of your influence.

• 5+ years in a high-level support role to a founder/CEO or operator in a fast-paced, high-growth environment

• Proven experience managing executive comms, calendars, and special projects

• Advanced proficiency in office software, calendar management tools, and project tracking platforms.

• Exceptional written communication and judgment—able to ghostwrite and interpret tone

• Master of logistics, coordination, and executive-level time management

• High EQ with the ability to hold context and protect the CEO’s mental bandwidth

• Acts with urgency but never in a rush

• Impeccable discretion and loyalty

• Relentlessly proactive and anticipatory

• Based in South Africa with the flexibility to accommodate United States time zones as needed

• This is a remote position with occasional travel for company events or strategic meetings

• Availability for urgent matters outside standard business hours when critical situations arise

• Strong internet connectivity and professional home office setup required

• Competitive monthly salary* of $1,500- $2,500 with lots of room for growth

• Full-time & fully remote employment

• 20 days of paid time off per year

• 5 days of paid sick leave per year

• Learning and development time and budget

• Team retreat / workation each year - fully paid for by the company

• We will be giving you supplies such as a new laptop, standing desk, and back-up power

• HUGE career opportunity with all the benefits that will bring - we are growing fast and we'll be building a marketing function that you'll be a core part of and potentially leading a significant team as we grow

• I believe in investing in the team as much as possible to grow them, if we grow the team we will grow the business