Vp, Sales

We've built the demand. Now we need someone to build the machine that converts it.

Contour has done something uncommon: scaled from zero to a national education company in under six years, fully bootstrapped, with no outside capital. Eight-figure revenue. No investors. No playbook. The product works. The mission resonates. The demand is real.

We'll be candid: our sales function has been powered by exceptional individual performers, not by architecture. The pipeline exists because families genuinely need what we offer, and our team is passionate about helping them find the right fit. The foundation is built. What we need now is the architecture to scale it - the forecasting discipline, the enablement systems, the revenue operations layer that turns a high-performing team into a high-performing machine.

We're looking for a VP of Sales who is equal parts systems architect, consultative sales leader, and team builder. The person who designs how Contour helps families find the right program at scale. Building the systems, the discipline, and the leadership infrastructure to convert genuine student demand into enrolments at three times the pace.

You won't inherit a problem. You'll elevate a foundation.

Who We Are

At Contour, we’re reshaping education, one student at a time.

Since 2020, over 10,000+ students have trusted Contour to guide their academic journey, and we’ve grown to over 300+ team members. We’ve produced hundreds of 99+ ATARs, tutored the World-Record UCAT scorer, and placed more students into medical school than any school in Australia.

Our growth is a testament to the simple philosophy: Put the student first, always. Everything we design, from our world-class tutor-training programs to our purpose-built campuses, exists to help students master content faster, perform with confidence, and even rekindle the joy of learning.

Contour is a group of three brands united by one goal: to give every student the best chance to achieve their full potential:

• Contour Education: Reshaping how students master their high school subjects with small-group tutoring, structured resources, and 1-on-1 support across Maths, Science, and English.
• Contour Medprep: Reshaping medical preparation with a proven, step-by-step pathway through the UCAT, interviews, and admissions, led by a team of 100+ medical students.
• Contour TestPrep: Reshaping test preparation, starting with the selective entry exam, through rigorous tutoring, mock exams, and data-driven feedback to give students a decisive advantage.

This is Contour. Built by students, for students.

What You Will Do

Reporting directly to the CEO, this is an elevation and architecture role. A capable sales function already exists. Your job is to take it to the next level, putting the infrastructure, systems, and commercial rigour underneath a talented function of 20 so they can operate at national scale.

Enrolment and Revenue Ownership

• Own the full-funnel revenue number across all entities (Education, MedPrep, TestPrep) and interstate expansion, enquiry to trial, trial to enrolment. This is your KPI.
• Build the forecasting and pipeline management discipline that gives Contour's leadership real-time visibility into where revenue is tracking, weekly.
• Stand up Revenue Operations as a capability: pipeline reporting, conversion analytics, CRM data quality standards, and the operating cadence that ties the function to real numbers.
• Act as the primary sales stakeholder for the HubSpot CRM migration (already underway), defining requirements, adoption standards, and the reporting layer on top.

Sales Enablement and Methodology

• Design the sales methodology, playbooks, and collateral that make a great rep repeatable and a new rep productive faster. At Contour, selling is educating: helping families understand what's possible and matching students to the program that delivers genuine outcomes.
• Build the coaching and training infrastructure that moves the function from apprenticeship to system.
• Define and operationalise the quality standards for every family interaction: trials, consultations, follow-ups, and handovers. Every touchpoint should reflect the genuine student outcomes Contour delivers, not just close a deal.

Function and Leadership Development

• Lead a function of approximately 20, including a Group Sales Manager, a Team Leader, Senior Reps, and Reps.
• Partner closely with the Group Sales Manager to build the leadership layer beneath you. This is a high-performing operator ready to grow, your role is to develop and elevate them.
• Build the performance management rhythm: targets, reporting, accountability, recognition. Make it feel like a system, not a personality.

Cross-functional Partnership

• Partner with the VP of Customer Success & Support to design the Sales-to-CS handover. What Sales promises and what CS delivers must be the same thing.
• Work with Marketing to close the loop between campaign activity, lead quality, and conversion outcomes.
• Collaborate with the Chief Experience Officer to ensure the sales process reflects the Contour brand, and that every family who enrols does so with a clear understanding of the student outcomes they can expect.

What You Will Bring

• 5+ years in a VP of Sales or equivalent revenue leadership role, with a track record of owning, not just influencing, a revenue number.
• Proven experience scaling a sales function, not just running one. You've built the infrastructure, the methodology, and the reporting in environments where they didn't fully exist, understanding that in education, the best sales teams don't persuade, they consult. You've built environments where reps succeed by deeply understanding what families need, not by applying pressure.
• Systems thinker. Pipeline stages, conversion metrics, forecasting models, comp structures, you build the architecture that makes great consultative conversations repeatable.
• People leader. You've led functions of 15+, managed through a leadership layer, and developed managers who became better because of you.
• CRM fluent: you've defined pipeline stages, data standards, and the reporting layer, not just used the tool. HubSpot experience is a plus.
• Executive presence. You can hold a revenue number in front of a CEO, tell the truth about what's driving it, and arrive with a plan when it's off track.

Bonus: Experience in education, professional services, or high-consideration family decision environments. Multi-entity or interstate operational experience. Commission and incentive structure design.

Why You Will Love It

Most VP Sales roles sit inside mature organisations where the playbook is written, or early-stage startups where the scale isn't there yet. This is the sweet spot: a bootstrapped, profitable, founder-led company at the inflection point between regional success and national brand, and your mandate is to architect the revenue engine that carries it there.

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  Own the number. Revenue is a real number, owned by a real person, with real levers. That person is you.
• Meaningful outcomes. Every enrolment your team facilitates flows downstream to a student getting into the course and career they dreamed about. At Contour, the enrolment outcome and the student outcome are the same thing, because we only enrol students into programs that genuinely serve them.
• Seat at the table. Direct access to the CEO, the founders, and every senior leader. No bureaucracy between you and the decisions that matter.
• Room to grow. Where this role goes depends on what you build and where your strengths take you.
• Competitive package. $300,000 – $350,000 OTE + super, flexible hybrid working, EAP, birthday and loyalty leave, and lifestyle allowances.

If you’ve read this far and something in you is thinking “this is exactly what I want to build,” we want to hear from you.

Apply now or reach out directly to Paul at paul@contoureducation.com.au with a short note on why this role is right for you.

We’re not looking for someone who ticks every box. We’re looking for someone who genuinely gets excited reading this and wants to help take a founder-led education company and build the enrolment architecture that makes it something significant.

How to Apply

Ready to make a real impact? Here is our application process:

• Submit your application.
• Shortlisted candidates will complete a video interview and a case study-based assessment.
• Suitable candidates will then be invited for a panel interview.