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 our marketing generates genuine demand and our reps are hungry. But the infrastructure underneath, the forecasting, the pipeline discipline, the enablement systems, the revenue operations layer, is either early‑stage or non‑existent. What got us here is starting to crack under the weight of a national, multi‑entity operation.
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 a builder and architect role. You’re not walking into a mature sales org with dashboards and playbooks. You’re walking into a team of approximately 20 talented people who have been winning on instinct and energy, and your job is to put the infrastructure underneath them so they can win at three times the scale.
Retention and commercial ownership
Design and own the full‑funnel revenue engine:
enquiry to trial, trial to enrolment, across all entities (Education VIC, MedPrep, TestPrep) and interstate expansion.
Build the forecasting and pipeline management discipline
that doesn’t currently exist. Contour’s leadership should be able to see where revenue is tracking weekly, not quarterly.
Stand up Revenue Operations
as a capability: pipeline reporting, conversion analytics, CRM data quality standards, and the operating cadence that ties the sales team to real numbers.
Act as the primary sales stakeholder
for the HubSpot CRM migration (already underway, led by an Implementation Manager), defining requirements, adoption standards, and the reporting layer that sits 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.
Build the coaching and training infrastructure
for a team that has historically learned on the job. Move from apprenticeship to system.
Define and operationalise the quality standards
for every family interaction in the sales process: trials, consultations, follow‑ups, and handovers.
Team and Leadership Development
Lead a team of approximately 20, including a Group Sales Manager, a Team Leader, Senior Reps, and Reps. Assess the current structure and restructure where needed.
Develop the leadership layer
beneath you. The Group Sales Manager is a high‑performing seller on a leadership journey. Your job is to determine whether to develop, reposition, or restructure around them, and to act accordingly.
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 and own the Sales‑to‑CS handover. What Sales promises and what CS delivers must be the same thing. You own the quality of expectations set during the sales process.
Work with Marketing
to close the loop between campaign activity, lead quality, and conversion outcomes. Be the voice of the pipeline in go‑to‑market planning.
Collaborate with the Chief Experience Officer
and the broader Experience function to ensure that the sales process itself is a reflection of the Contour brand, not just a conversion event.
What You Will Bring We’re not writing a shopping list. We’re describing someone we’d recognise in conversation. If most of this sounds like you, we want to talk.
You’ve built a sales function, not just run one. You’ve stood up the infrastructure, the methodology, the reporting, and the team structure in an environment where none of it existed before. You know the difference between inheriting a playbook and writing one.
You’ve owned a revenue number for at least three years. Not influenced it, not contributed to it. Owned it. And you can talk about how you moved it, what you tried that didn’t work, and what you’d do differently.
You think in systems. Pipeline stages, conversion metrics, forecasting models, territory design, comp structures. You don’t just sell; you build the architecture that makes selling repeatable.
You’ve led teams of 15 or more, ideally across multiple locations or segments. You know how to manage through a leadership layer and develop managers, not just reps.
You’re fluent in CRM. Not just as a user, but as the person who defined the pipeline stages, the data hygiene standards, and the reporting layer. HubSpot experience is a bonus, but the discipline matters more than the tool.
You’ve earned executive trust. You can hold a revenue number in front of a CEO and founding team, tell the truth about what’s driving it, and bring a plan when it’s off track. You manage up without losing your edge.
You’re direct.
Factual, clear, comfortable being blunt. You push back on peers without drama and hold your team to a standard they thank you for later.
Bonus: Experience in education, professional services, or another high‑consideration, family‑decision‑making sales environment. Experience operating across multiple entities, states, or geographies. Experience with commission and incentive structure design. RevOps or revenue operations leadership in a prior role.
Why You Will Love It Most VP Sales roles sit inside mature organisations where the playbook is already written, or inside early‑stage startups where the scale and runway aren’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.
Build the engine.
What you build will define how Contour converts demand into enrolled students for the next several years. This is greenfield infrastructure work with real scale underneath it.
Own the number. Revenue is a real number, owned by a real person, with real levers. That person is you.
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.
A mission worth your time.
Every enrolment you drive flows downstream to a student getting into the course and career they dreamed about. The commercial outcome and the human outcome are the same thing.
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