Personal Assistant to a Multi-Business CEO

Overview

We are seeking an exceptionally organised, intuitive, and people-focused Personal Assistant to support a high-performing entrepreneur who operates across multiple businesses. This role requires strong project management experience, the ability to bring structure to a fast-moving environment, and the confidence to work closely with both the CEO and key stakeholders across several companies. Your primary mission is to create clarity, prioritise intelligently, and ensure the CEO's days run smoothly and strategically.

Key Responsibilities

• Own and manage the CEO's daily schedule, meetings, travel plans, and personal logistics with precision.
• Use project management skills to organise and maintain a large task system across multiple businesses, ensuring tasks are prioritised based on strategic importance, deadlines, and team needs.
• Break down complex information into clear priorities and present the CEO with a focused, achievable plan for each day and week.
• Act as the first filter for incoming requests. Determine urgency, importance, and order of execution so the CEO remains focused on what matters most.
• Maintain ongoing communication with teams and stakeholders across several companies, ensuring alignment, timely follow ups, and clear expectations.
• Coordinate with marketing, creative, operations, tech, and fulfilment teams to make sure the CEO has everything needed to support each area effectively.
• Assist with preparation for video shoots, creative sessions, strategic meetings, and project reviews.
• Provide administrative support including inbox review, reminders, documentation, and digital organisation.
• Plan ahead for travel periods, personal commitments, and busy seasons. Adjust task priorities around these so business operations run without disruption.
• Build strong relationships with internal teams and external partners, becoming a trusted point of contact on behalf of the CEO.
• Anticipate needs, remove barriers, and keep the CEO on track by eliminating noise and offering clear direction.

What Success Looks Like

• Days run smoothly because tasks are prioritised with logic, context, and strategic understanding.
• The CEO remains focused on high-value activities instead of reacting to a flood of requests.
• Projects across multiple businesses are organised, tracked, and executed in the right order.
• Stakeholders feel supported and communication flows consistently.
• Workloads are synced with travel, personal commitments, and key company timelines.
• The assistant becomes a trusted extension of the CEO, improving efficiency and overall business performance.

Skills and Qualities Needed

• Outstanding organisational skills and the ability to manage multiple workflows simultaneously.
• Proven experience with project management methods, tools, or platforms.
• Strong prioritisation instincts and the ability to simplify complex task lists.
• Confident, friendly, and highly professional communicator who enjoys interacting with people.
• Comfortable working with diverse teams and building strong relationships across organisations.
• Tech-savvy with the ability to learn tools quickly and support technology-driven projects.
• A proactive mindset with strong judgment and the ability to anticipate needs.
• Calm, reliable, and adaptable with a natural ability to bring order to fast-moving environments.

ExperienceExperience as a personal assistant, executive assistant, operations coordinator, project manager, or similar role is ideal. Experience supporting entrepreneurs or leaders involved in multiple businesses is highly valuable.

LocationThis is a fully remote role.

Job Type: Full-time

Application Question(s):

• Do you have experience supporting entrepreneurs or leaders involved in multiple businesses ?

• Do you have experience as a personal assistant, executive assistant, operations coordinator, project manager, or similar roles?