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Head Of Learning And Enablement

Posted on April 14, 2026

  • Sydney, Australia
  • 0 - 0 USD (yearly)
  • Full Time

Head Of Learning And Enablement job opportunity

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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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