AI Strategy and Leadership Lead Facilitator

AI Strategy and Leadership Lead Facilitator

peopleworth · Sydney, Australia (Remote) · Contract · Posted 2026-10-02

Workplace: remote

Description

At peopleworth, we support work where people and performance thrive. As part of our Employer Group, we work with a variety of forward-thinking partners and are excited to share this opportunity that sits within our growing group.

Role Overview

We are seeking an experienced AI Strategy and Leadership Lead Facilitator to support senior professionals participating in an applied AI strategy and leadership learning experience.

This is a remote, fixed-term, part-time opportunity suited to someone with significant senior leadership experience and direct accountability for AI strategy, investment, transformation, or implementation decisions. The role combines live online facilitation, executive-level discussion, learner mentoring, assignment feedback, and online community engagement.

The expected commitment is approximately 4 to 6 hours per week on average, although additional hours may be required during assignment grading periods.

Requirements

• Demonstrated senior leadership experience with direct accountability for AI strategy, investment, implementation, digital transformation, data strategy, or related organisational decision-making.
• Experience operating at executive, general management, functional leadership, senior advisory, or equivalent level.
• Working knowledge of the Australian regulatory and governance environment relevant to artificial intelligence.
• Understanding of developments including Australian privacy reform, the Voluntary AI Safety Standard, and expectations associated with relevant Australian regulatory bodies.
• Practical fluency with current generative AI tools and the ability to assess and direct their use without dependence on a single technology vendor.
• Demonstrated ability to engage confidently with senior, experienced, and time-constrained participants while constructively challenging ideas and assumptions.
• Strong interpersonal skills and emotional intelligence, with the ability to support a diverse group of senior professionals.
• Previous experience in facilitation, executive education, teaching, coaching, mentoring, or professional development.
• Excellent organisational, time-management, communication, and collaboration skills.

• A flexible and practical problem-solving approach, with the ability to adapt facilitation to participant needs and evolving discussions.

  Key Responsibilities

• Facilitate engaging live online group sessions that connect AI strategy and leadership concepts with practical executive and organisational experience.

• Lead regular online drop-in sessions focused on real-world AI applications, strategic decision-making, governance considerations, and learner assignments.
• Mark approximately 20 to 50 assignments per course and provide clear, constructive, and actionable feedback that supports participant development.
• Facilitate meaningful discussions within an online learning community by sharing resources, practical examples, insights, and responses to participant questions.
• Provide ad hoc one-to-one mentoring sessions to participants requiring additional support with course concepts, assignments, or strategic application.
• Participate in selected industry panel discussions and contribute relevant senior-level perspectives on AI strategy, leadership, governance, investment, and implementation.
• Set clear expectations regarding workload, assignment timelines, learning activities, and available resources.
• Monitor participant engagement and identify areas where additional support or intervention may be appropriate.
• Collaborate with relevant delivery and participant-support colleagues to communicate progress, challenges, and emerging learner needs.
• Support a senior participant cohort by facilitating constructive discussion, challenging assumptions appropriately, and encouraging evidence-based strategic thinking.

Benefits

Collaborative, people-centred performance culture.

Opportunities to grow in a fast-paced environment.

Opportunity to apply senior AI leadership experience in a learning, facilitation, and executive development setting.

Our Recruitment Process

The peopleworth Employer Group follows a fair, transparent, and multi-stage recruitment process designed to ensure mutual fit.

1. Application Submission: Complete the online form and answer brief application questions.
2. Initial Screening: Your application is reviewed for role alignment; successful candidates move to the longlist.
3. Video Interview Stage: You’ll be invited to record short responses to 3–4 role-specific questions.
4. Live Interviews: Shortlisted candidates join first-round interviews (and, where applicable, second or third rounds depending on the role).
5. Final Shortlist & Verification: Reference and background checks are completed.
6. Offer & Contracting: Successful candidates receive formal offers and contract documents.
7. Pre-boarding & Onboarding: Once accepted, you’ll complete a pre-boarding process before officially joining your employing organisation within the Employer Group.

Throughout every stage, we value clear communication, respectful engagement, and timely feedback.

Apply

Apply at peopleworth

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