Job Description

The People Plugin is proud to be partnering with Undeniable Mentoring, a high-performance business mentoring company, to recruit a talented Executive Assistant to the CEO.

Founded by Rhys Livingstone, Undeniable Mentoring works with ambitious business owners and operators, helping them build stronger businesses through clear strategy, commercial thinking, leadership discipline and practical execution. With strong growth underway and a significant year ahead, this is an exciting opportunity to join the business and work directly alongside the CEO.

About the Role

Reporting directly to the CEO, the Executive Assistant will play a critical role in protecting the CEO’s time, improving operational flow and ensuring the business continues to move with speed, clarity and precision.

This is not a traditional calendar management role. This is a high-trust, high-accountability position for someone who can anticipate needs, remove friction, manage competing priorities and create structure around a fast-moving founder.

You will support the CEO across diary and time management, meeting preparation, communication flow, workshop coordination, client network support, systems improvement and high-priority project execution.

A key part of the role will be supporting Undeniable Mentoring’s workshops and events. You will be involved in the preparation, coordination and on-the-ground delivery of workshops, ensuring materials, venues, communications, logistics and client experience are managed to a high standard.

This role will suit someone who is highly organised, people-focused, commercially aware and comfortable operating in a fast-paced environment where standards are high and expectations are clear.

Key Focus Areas

Executive Support & Time Protection

• Protect and manage the CEO’s calendar, ensuring time is used intentionally and effectively.
• Coordinate meetings, calls and priorities in a way that supports focus, decision-making and business momentum.
• Prepare the CEO for meetings with the right context, information and next steps.
• Filter incoming communication and ensure only relevant, actionable information reaches the CEO.

Operational Coordination & Systems

• Create order, structure and repeatable systems across recurring administrative and operational tasks.
• Identify friction points and proactively improve processes before they slow the business down.
• Support internal systems, workflows and tools to ensure the CEO and broader business are operating efficiently.
• Use AI tools, including platforms such as Claude, to improve workflow, communication, documentation and execution.

Workshop & Event Support

• Coordinate the end-to-end logistics of workshops and live sessions, including venues, materials, preparation, stock, run sheets and attendee experience.
• Act as a front-facing representative of the business during workshops and events.
• Ensure all workshop details are handled before, during and after each session.
• Support the delivery of a premium client experience across all in-person touchpoints.

Client & Stakeholder Communication

• Support communication with clients across the Undeniable Mentoring network.
• Ensure clients are kept updated with relevant information, schedule changes, event details and program communications.
• Build strong relationships with clients, suppliers, venues and internal stakeholders.
• Represent the CEO and business with professionalism, discretion and confidence.

Project Support & Execution

• Take ownership of high-priority projects and tasks on behalf of the CEO.
• Follow through on actions, deadlines and deliverables without needing constant direction.
• Anticipate what needs to happen next and take initiative to keep things moving.
• Support the CEO with ad hoc commercial, operational and administrative priorities as the business continues to scale.

About You

You are a highly capable Executive Assistant or senior support professional who understands that great executive support is about leverage, not just administration.

You are calm under pressure, highly organised, commercially aware and confident communicating with a wide range of people. You enjoy being close to the action and are comfortable supporting a founder who operates at pace.

You bring:

• 3+ years’ experience supporting a CEO, founder, executive or senior leader in a fast-paced environment
• Strong calendar, diary and time management capability
• Excellent written and verbal communication skills
• Strong emotional intelligence and the ability to read people, situations and priorities quickly
• Experience coordinating events, workshops, client sessions or high-touch in-person experiences
• A people-first approach, with confidence engaging with clients, suppliers and stakeholders
• Strong systems thinking, with the ability to improve processes, create structure and reduce friction
• Confidence using technology and AI tools to improve efficiency and quality of output
• High levels of discretion, professionalism and reliability
• A proactive mindset and the ability to work autonomously without needing handholding
• Experience in events, workshops, professional services, education, coaching, mentoring, business programs or client-facing environments would be highly regarded, but is not essential.

Why Join Undeniable Mentoring?

Undeniable Mentoring is a fast-growing business education and mentoring company helping founders and business owners scale through practical strategy, systems, workshops and high-performance execution.

The business has strong momentum, with significant growth ahead and a culture built around speed, ownership, character and excellence. This is an environment for people who want to work hard, learn quickly and be surrounded by high standards.

The team operates with pace and accountability, while giving people the opportunity to build real functional knowledge, take ownership of outcomes and be recognised based on results. For the right person, Undeniable Mentoring offers exposure to a high-growth business, direct learning from experienced operators and the chance to be part of something being built with ambition.

The Values You’ll Work By

Undeniable Mentoring’s values are not just words on a wall. They guide how the team makes decisions, communicates, solves problems and measures performance.

Speed is King
Time kills momentum. The team moves with urgency, clarity and precision because slow decisions often cost more than fast mistakes. This means taking action quickly, communicating clearly, following through without needing to be chased and removing bottlenecks before they slow the business down. The right person will be energised by pace and comfortable making progress without overcomplicating decisions.

Character is Currency
Trust is built through every interaction. Integrity, discretion and reliability are critical in a business where people work closely with clients, sensitive information and high-value relationships. This means doing what you say you will do, owning outcomes, communicating honestly and acting in a way that protects the reputation of the business, clients and team.

Relentless Excellence
Good enough is not the standard. The team cares about the details because small details compound into stronger outcomes for the business and its clients. This means preparing properly, checking your work, taking feedback seriously, improving processes and consistently looking for ways to raise the standard.

How You’ll Benefit

• Work directly with the CEO in a fast-growing business education and mentoring company
• Support workshops, including the last weekend of each month, and play a key role in client experience
• Access to a company gym
• On-site office environment, with a hybrid working model
• Opportunity to grow quickly in capability, responsibility and commercial understanding
• Be part of a culture that works hard, moves quickly and recognises people based on outcomes

How to Apply

If this sounds aligned to your experience and future career goals, we’d love to connect. Please submit your resume or reach out for a confidential discussion.

Contact Xanthe at xanthe@thepeopleplugin.com with any questions.