This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Director of Professional Services in Canada.
In this role, you will lead and scale a high-performing Professional Services organization responsible for delivering complex software implementations across ERP, POS, and Student Information System platforms. You will oversee project delivery end-to-end, ensuring successful execution, strong financial performance, and high client satisfaction across a diverse portfolio of education and enterprise customers. This position blends strategic leadership, operational rigor, and customer engagement, requiring you to manage distributed teams while maintaining a strong service-oriented approach. You will also play a key role in shaping scalable delivery methodologies, improving project efficiency, and embedding AI-driven tools across the project lifecycle. As a senior leader, you will partner closely with Sales, Product, and internal stakeholders to drive revenue growth, strengthen delivery capability, and support long-term customer success. This is a high-impact role suited for a leader who thrives in fast-paced, scaling environments and enjoys building structure while staying close to customers.
Accountabilities
We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.
We appreciate your interest and wish you the best!
Why Apply Through Jobgether?
Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
In this role, you will lead and scale a high-performing Professional Services organization responsible for delivering complex software implementations across ERP, POS, and Student Information System platforms. You will oversee project delivery end-to-end, ensuring successful execution, strong financial performance, and high client satisfaction across a diverse portfolio of education and enterprise customers. This position blends strategic leadership, operational rigor, and customer engagement, requiring you to manage distributed teams while maintaining a strong service-oriented approach. You will also play a key role in shaping scalable delivery methodologies, improving project efficiency, and embedding AI-driven tools across the project lifecycle. As a senior leader, you will partner closely with Sales, Product, and internal stakeholders to drive revenue growth, strengthen delivery capability, and support long-term customer success. This is a high-impact role suited for a leader who thrives in fast-paced, scaling environments and enjoys building structure while staying close to customers.
Accountabilities
- Lead the end-to-end delivery of Professional Services projects across ERP, POS, and Student Information System implementations, ensuring alignment with scope, timelines, and financial targets.
- Define, implement, and continuously improve scalable delivery methodologies for complex software implementation projects.
- Manage and mentor distributed, cross-functional teams including application consultants, technical specialists, and subject matter experts.
- Oversee project financial performance, including revenue forecasting, WIP management, percent-complete (EAC) accounting, and PS P&L ownership.
- Ensure accurate and timely invoicing, contract alignment, and compliance with revenue recognition standards (including IFRS where applicable).
- Serve as escalation point for delivery risks, customer challenges, and project execution issues.
- Drive operational efficiency through the adoption of AI tools, automation, and standardized delivery frameworks.
- Partner with Sales and Account Management to support RFPs, implementation scoping, and expansion opportunities within existing customers.
- Establish and track key performance indicators such as utilization, forecast accuracy, and delivery margin performance.
- Contribute to strategic planning, methodology development, and go-to-market positioning for Professional Services capabilities.
- 10+ years of experience in professional services, implementation consulting, or project delivery leadership within ERP, POS, or Student Information System environments.
- Proven track record of leading and scaling Professional Services teams in a high-growth or evolving organization.
- Strong financial acumen, including experience with PS P&L ownership, revenue forecasting, EAC accounting, and WIP management.
- Experience managing remote, cross-functional teams in distributed delivery environments.
- Hands-on experience with AI tools or automation in project delivery or operational workflows, with the ability to apply them strategically.
- Strong understanding of implementation methodologies, project governance, and lifecycle management.
- Experience working with education sector clients (K-12 or higher education) is a strong asset.
- Excellent leadership, coaching, and team development skills with a servant-leadership mindset.
- Strong communication and stakeholder management skills, with the ability to influence at executive and client levels.
- Proficiency with project management tools such as Jira, Smartsheet, or MS Project is preferred.
- Competitive salary range of CAD $110,000 to $125,000 per year.
- Comprehensive benefits package including health, dental, and vision coverage.
- Flexible and remote-friendly work environment across Canada.
- Retirement savings and financial wellness programs.
- Opportunities for performance-based growth within a financially strong, stable organization.
- Professional development support and continuous learning opportunities.
- Inclusive, collaborative, and people-focused culture.
- Exposure to large-scale, impactful software implementation programs.
- Long-term career stability within a well-established software organization.
We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.
We appreciate your interest and wish you the best!
Why Apply Through Jobgether?
Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.