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Head Of Learning And Enablement
Posted on April 14, 2026
- Sydney, Australia
- 0 - 0 USD (yearly)
- Full Time
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Join Australia’s #1 property management platform.
Our Story
PropertyMe is Australia’s #1 real estate platform with over 60% market share. PropertyMe is used by more than 35,000 real estate professionals to manage over 1.8 million properties.
Your work will impact the day-to-day lives of millions of real estate professionals, tenants and owners across Australia and New Zealand.
Our high-performing Customer Success team helps drive continued massive growth year-on-year for an iconic Australian real estate brand. A rare opportunity has arisen for an experienced and talented Learning & Enablement Specialist to join our team.
About the role
We’re looking for a hands-on Learning & Enablement Specialist to transform how learning, onboarding, and enablement are delivered across our business and customers. This is a builder role where you’ll redesign and deliver training while laying the foundations for a scalable, AI-enabled learning ecosystem.
You’ll redefine how customers adopt our platform, how teams are enabled, and how we scale capability and performance, ultimately evolving into a strategic role owning learning pathways, playbooks, and capability frameworks.
Responsibilities
End-to-End Learning Transformation
- Redesign and rebuild our Learning Management System (LMS)
- Move from fragmented training to structured, scalable learning journeys
- Create a seamless experience across onboarding, product education, and internal enablement
Hands-On Training Delivery
- Deliver practical training across platform, CRM, and payments
- Support onboarding and customer-facing teams
- Step into complex onboarding scenarios as a practitioner
AI-Driven Learning Innovation
- Explore and implement AI tools for learning
- Introduce personalised and scalable learning experiences
- Challenge traditional training models
Platform Adoption & Product Enablement
- Drive product adoption through outcome-based training
- Partner with Product and Customer teams
- Align learning with utilisation, engagement, and retention
Cross-Business Enablement
- Build training plans, career pathways, and playbooks
- Align learning with business outcomes
Scalable Learning Ecosystem
- Implement in-product guides, knowledge base, and certifications
- Reduce reliance on manual training delivery
What you bring
- Experience in training, enablement, or onboarding within SaaS/tech
- Hands-on practitioner who builds and delivers
- Experience with LMS or learning transformation
- Understanding of modern digital learning approaches
- Interest in AI and emerging tools
- Strong stakeholder management
- Commercial mindset linked to adoption, retention, and growth
The benefits and perks
- A nurturing and empowering team to help you reach your full potential
- Hybrid work environment (2 days from the office)
- Beautiful offices in Sydney CBD
- High autonomy and recognition in your role
- Vibrant culture
- Regular parties
- Fully stocked kitchen
- Job security working for one of Australia's leading PropTech companies
PropertyMe is not partnering with Recruitment agencies for this role.
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