GGE HK | School Leadership Trainee

About the Program

The School Leadership Trainee (SLT) Program is Guidepost's internal pathway for developing Guides, School Admins, and Shared Services members into future Heads of School. Rather than always hiring school leaders externally, we're investing in people who already know our culture, our children, and our Montessori philosophy. Graduates are added to our leadership pipeline and receive first consideration for School Leader openings across the organisation.

What You'll Experience

• A structured 12–18 month journey across three phases: Explore & Assess, Develop & Practise, and Demonstrate & Graduate.


• Development across six leadership pillars: Strong Leadership, People Management, Family Engagement, High Quality Programs, Financial Sustainability, and Operational Excellence.


• A dedicated mentor (your Regional Director or Regional Manager, sometimes supplemented by an experienced School Leader), with fortnightly 1:1s.


• Real stretch assignments, workshops, shadowing, and an Individual Development Plan built around your specific gaps.


• From Phase 2, 10–15% time release from your current role for trainees progressing well.

What We're Looking For

• Current Guide, School Admin, or Shared Services team member.


• At least 1 full academic year of service in your current role.


• Rated ‘Meeting Expectations’ or above in your most recent performance review.


• Not currently on a Performance Improvement Plan.


• Your School Leader is aware of your interest in applying.


• A genuine interest in school leadership and a growth mindset — prior formal leadership experience is not required.

Self-Assessment Rubric

As part of your application, you'll rate yourself on each pillar below and write a short reflection. Use this rubric as a guide for what strong performance looks like at each pillar:

What This Is — and Isn't

This is a genuine development investment, not a guaranteed promotion. Selection is competitive (typically 4–8 trainees per intake), and graduation adds you to our leadership pipeline rather than placing you directly into a role. We believe in being upfront about this from the very first step.

Selection Process

1. Office hour (open to all interested applicants) - Thu 27 Aug 2026, 12:30–1:00pm HKT


2. Self-nomination window closes - Mon 1 Sep 2026


3. Application review + shortlist - Tue 2 Sep – Fri 5 Sep 2026


4. Selection conversations - Mon 8 Sep – Fri 12 Sep 2026


5. Final selection + offer letters - Mon 15 Sep – Fri 19 Sep 2026


6. Phase 1 kickoff - Week of Mon 6 Oct 2026