Chief Revenue Officer

Canonical; Winnipeg; Remote; CAD 150,000 - 250,000; Full time

Job summary

A leading open source software provider is hiring a Chief Revenue Officer to guide their enterprise sales and customer success teams. This executive role entails shaping go-to-market strategies and managing substantial deals with global enterprises, leveraging insights into the software industry. The ideal candidate will possess extensive leadership experience within high-growth technology firms. A supportive work environment awaits, including performance-driven compensation and a personal learning budget.

Benefits

Performance-driven annual bonus

Personal learning budget of USD 2,000

Annual holiday leave

Maternity and paternity leave

Employee Assistance Programme

Qualifications

• Progressive operational and leadership experience in high-growth technology firms.
• Experience leading a sales or field engineering organization.
• Deep insights into enterprise software and infrastructure markets.

Responsibilities

• Develop go-to-market strategies prioritizing sectors and markets.
• Challenge teams to create ambitious execution plans and metrics.
• Monitor data and adjust plans regularly.

Skills

Leadership

Strategic planning

Sales management

Operational insight

Customer engagement

Education

University degree in CS or STEM

Job description

Overview

Chief Revenue Officer at Canonical – Canonical is a leading provider of open source software and operating systems to the global enterprise and technology markets. Our platform, Ubuntu, is widely used in breakthrough enterprise initiatives such as public cloud, data science, AI, engineering innovation and IoT. Our customers include the world’s leading public cloud and silicon providers and industry leaders in many sectors. The company is founder‑led, profitable and growing. We are hiring a Chief Revenue Officer to lead our enterprise sales, sales development, partner, channel, alliance, customer success and field engineering teams. This role reports to the CEO and collaborates with Canonical’s most senior leaders to drive sustainable growth. This role requires program discipline, operational rigor and strategic insight into the global dynamics of enterprise software selection and procurement.

Across compute categories from microcontrollers to high‑end GPUs, open source is growing in share and reputation. Our mission is to deliver the majority of that software globally, efficiently and at a low cost while maintaining a level playing field in silicon and cloud. We work closely with silicon and cloud providers to maximize performance and align with their differentiated offerings, and we strive to build and sustain trust as the best way for customers to access open source software and the related infrastructure and compute capabilities.

Responsibilities

• Go‑to‑market strategy — prioritize sectors and markets, identify organizational gaps and lead hiring to close them
• Planning — challenge teams to develop ambitious yet sustainable execution plans and metrics with cascading goals
• Execution — monitor relevant data and adjust course on a monthly, quarterly and annual basis
• Sponsorship — support leaders to close large ($10M+ ARR) deals with global 10k+ enterprises and large, complex tech partners
• Insight — capture and share patterns, issues, and insights from customers and partners to broaden commercial awareness within Canonical
• Staffing — supervise Canonical recruitment, selection and onboarding processes
• Productivity — design and lead career and skills development with continuous improvement
• Culture — foster transparent communications, accountability, trust, and a strong work ethic
• Inspirational leadership — demonstrate and cultivate passion for Canonical’s mission, customers and the market

Organizational structure

• Direct Enterprise Sales — The VP Enterprise Sales reports to the CRO.
• Set high expectations of sales ability, readiness, performance and results
• Hire sales leaders and set expectations for hiring effectiveness
• Collaborate with sales leaders to build annual targets and plans by region, sector and product
• Ensure accurate reporting and status on prospects and opportunities
• Review progress, metrics and results on a weekly, monthly and quarterly basis
• Lead for high‑quality customer engagement and commitment to customer delight

• Alliances, channels and partnerships — The VP Alliances reports to the CRO and leads strategy and execution in :
• ISVs who embed Ubuntu and Canonical open source
• IHVs (e.g., Dell, HP, Lenovo) who certify and preinstall Ubuntu
• Silicon providers (Intel, Nvidia, Qualcomm, Mediatek, etc.) who optimize open source for new offerings
• Cloud partners and customers who build ecosystems around Ubuntu
• VAR, GSI and distribution partnerships

• Sector go‑to‑market — CRO owns sector GTM strategy and execution; we are building expertise in telecom, finance, automotive, energy, retail and health, with expansion planned to address customer needs and trends

• Field engineering — VP Field Engineering reports to the CRO; the field engineering team delivers implementation and supports customer adoption of Ubuntu and open source solutions

• Customer success — Head of Customer Success reports to the CRO; this is a growing organization focused on processes and relationships to enable solution selling

• Revenue operations — Head of Revenue Operations reports to the COO or CRO; responsibilities include :
• Ensure accurate pipeline reporting and progress tracking
• Ensure contracting processes and terms meet standards
• Manage variances through commercial reviews with leadership
• Recognize and reward salespeople and leaders with MBO goals and compensation plans

Required experience

• University degree, preferably in CS or STEM with additional business disciplines or degrees
• Progressive operational and leadership experience in high‑growth, recurring revenue and global technology firms
• Experience leading a sales, partnerships, or field engineering organization to maturity and world‑class performance
• Experience and deep insights into the enterprise software and infrastructure markets

Additional Skills and Experience We Value

• Software engineering and architecture experience or skills
• Software industry insights on trends, strategy and competition
• Insight into open source history, dynamics, strategy and competition

What we offer you

Compensation is shaped by location, experience and performance. In addition to base pay, we offer a performance‑driven annual bonus and a range of benefits reflecting our values. We revisit compensation annually to recognise outstanding performance.

• Distributed work environment with twice‑yearly in‑person team sprints
• Personal learning and development budget of USD 2,000 per year
• Annual compensation review
• Recognition rewards
• Annual holiday leave
• Maternity and paternity leave
• Employee Assistance Programme
• Opportunity to travel to new locations to meet colleagues
• Travel upgrades for long‑haul company events

Equal opportunity

Canonical is an equal opportunity employer. We are proud to foster a workplace free from discrimination. Diversity of experience, perspectives, and background create a better work environment and better products. Whatever your identity, we will give your application fair consideration.

Seniority level

• Executive

Employment type

• Full-time

Job function

• Marketing and Sales

Industries

• Software Development