Come shape the future of education with us.

We are Compass - smart school management in one connected platform. We believe that time spent in the classroom should be for learning and teaching.

Our two co-founders John and Lucas met over a team lunch and while chowing down on their cafeteria sandwiches they bonded over their unapologetically nerdy love for education technology. After months of white-boarding and long days spent writing thousands of lines of code, Compass 1.0 came to life in 2009 in Lucas’ parents' garage.

Fast forward a decade - it’s no longer just John and Lucas eating sandwiches at the lunch table. Our school management ecosystem is now used in more than 5,000 schools across Australia and beyond. We’re joined by over 300+ members of the Compass team, delivering smart school management solutions around the world.

Why we need you

You’re an experienced sales leader with a passion for education and a track record of driving measurable growth. As Head of Expansion, you’ll lead our efforts to deepen relationships with existing school partners, helping them unlock the full value of Compass. From strategic pricing to targeted upsell and cross-sell initiatives, you’ll guide our Expansion team to deliver exceptional outcomes for both schools and our business.

You’ll thrive in the role if you’re motivated by strategy, leadership, and delivering results through strong partnerships and data-driven campaigns.

What you’ll be doing

As our Head of Expansion, you’ll lead strategic growth across our existing customer base, ensuring every school experiences the full value of Compass.

-Expansion Strategy & Execution

• Design and execute strategies to increase average revenue per school across Compass’s customer base.
• Lead programs to drive upsell and cross-sell of Compass modules.
• Identify usage gaps and work collaboratively with Product and Customer Success to promote adoption.

-Team Leadership & Coaching

• Manage and coach a growing team of School Advisors and Account Executives to exceed pipeline, conversion, and revenue targets.
• Set clear KPIs, drive accountability, and create an environment that fosters performance, growth, and learning.
• Partner with the People & Talent team to attract, retain, and develop high-quality sales and training talent.

-Revenue Operations & Pricing

• Lead Compass’s pricing, renewal, and contract optimisation processes to ensure commercial consistency and retention.
• Collaborate with Product and Finance to evolve pricing models, improve LTV, and align commercial structures with platform value.
• Provide accurate sales forecasts (ARR and Payments) and maintain pipeline discipline across your team.

-Campaign Development & Enablement

• Partner with Marketing to build targeted, data-informed expansion campaigns across key segments and product lines.
• Provide feedback loops from the field to sharpen go-to-market messaging and improve positioning.
• Maintain a deep understanding of school needs and use this to shape compelling narratives around Compass value.

Requirements

We’re looking for a strategic, commercially-minded leader who can inspire teams, build trust with school leaders, and deliver consistent revenue growth.

You’ll bring:

• 5+ years’ senior sales leadership in SaaS, with proven success leading high-performing teams.
• Ideally have experience selling to government and independent schools.
• Direct experience running expansion, cross-sell, and upsell motions at high velocity and complexity. 
• Expertise in setting up scalable systems, processes, and CRM workflows - including AI tools - to track campaigns, outreach, and performance.
• Strong commercial acumen with impact on pricing, positioning, market expansion strategy, and metrics management.
• Advanced data analysis and modelling skills (Excel/Google Sheets).
• Skilled at driving outcomes in fast-paced, scaling environments through cross-functional collaboration.

Benefits

What’s in it for you?

• Impactful work in the education technology space, supporting schools and communities
• Ongoing learning and development to grow your career at Compass
• A flexible working culture.
• Access to our Parental Leave Program for both primary and secondary carers
• 24/7 Employee Assistance Program (EAP) for personal and professional wellbeing
• A supportive, inclusive culture where you’ll be valued and heard

It is a really exciting time to join Compass. We are growing fast and need people who want to grow with us.

Compass is proud to be an equal opportunity employer. We embrace and celebrate diversity and are committed to creating an inclusive environment for all employees.

Before joining, you’ll need:

• A valid Employee Working With Children Check
• A valid driver licence
• A satisfactory National Police Check
• Unrestricted full working rights in Australia (citizenship, PR, or valid visa)

Ready to make a difference?

Apply today and help us empower schools to focus on what matters most: teaching and learning.