AI Strategy and Leadership Lead Facilitator

Peopleworth; Sydney; Remote; AUD 207,000 - 344,000; Part time

Benefits offered by this job

Collaborative, people-centred culture

Opportunities for growth in fast-paced

Senior AI leadership in learning and I

Job summary

Peopleworth invites applications for an experienced AI Strategy and Leadership Lead Facilitator to support senior professionals in an applied AI strategy and leadership program. This remote, fixed-term, part-time role blends live online facilitation with executive discussion and learner mentoring.

Expected commitment is approximately 4 to 6 hours per week, with busier periods during assessment and grading. Flexibility and strong facilitation skills are essential to adapt to participant needs.

Qualifications

• Senior leadership experience with accountability for AI strategy or transformation.
• Experience engaging senior professionals and facilitating executive discussions.
• Fluency with current generative AI tools and practical governance awareness.

Responsibilities

• Facilitate live online sessions linking AI strategy to executive experience.
• Lead online drop-ins on AI applications, governance, and assignments.
• Mark 20–50 assignments per course with actionable feedback.
• Foster online discussions, share resources, and provide insights.
• Provide ad hoc one-to-one mentoring as needed.
• Participate in industry panels and share senior AI perspectives.
• Set workload expectations and monitor learner engagement.
• Collaborate with delivery and participant-support teams to address needs.
• Support senior participants by guiding constructive discussion and evidence-based thinking.

Skills

Senior leadership

AI strategy

Executive presence

Australian regulatory knowledge

Generative AI fluency

Facilitation / executive education

Mentoring / coaching

Time management

Communication / collaboration

Job description

t 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

• Application Submission: Complete the online form and answer brief application questions
• Initial Screening: Your application is reviewed for role alignment; successful candidates move to the longlist
• Video Interview Stage: You'll be invited to record short responses to 3-4 role-specific questions
• Live Interviews: Shortlisted candidates join first-round interviews (and, where applicable, second or third rounds depending on the role)
• Final Shortlist & Verification: Reference and background checks are completed
• Offer & Contracting: Successful candidates receive formal offers and contract documents
• 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.