Director of Professional Services

As Director of Professional Services, you will lead the financial and delivery performance of a $3–5M portfolio of client engagements within a fully remote, global organization. You will oversee ERP and SaaS implementations while building scalable delivery practices that balance customer outcomes, team capacity, and profitability. The role combines P&L ownership, resource planning, operational leadership, and strategic customer relationship management. You will lead a diverse team of consultants, business analysts, and project managers while serving as a senior escalation point for key clients. You will also shape delivery models, improve processes, and turn underperforming engagements into healthy, profitable accounts. Working cross-functionally with Sales, Engineering, Product, Customer Success, and Support, you will help build a high-performing professional services organization prepared to scale.

• Bachelor’s degree in Business Administration, Computer Science, Information Technology, or a related discipline.
• 10–15 years of progressive experience in professional services, project management, delivery, or similar roles within the software or technology industry.
• 3–5+ years of leadership or management experience, preferably at Senior Manager or Director level within a Professional Services organization.
• Proven experience overseeing a portfolio of projects with P&L and book-of-business responsibility for revenues of approximately $3–5M.
• Demonstrated success in maintaining healthy profit margins within a Professional Services environment.
• Proven ability to turn underperforming or loss-making engagements into profitable, high-performing businesses through strong strategy and execution.
• Strong delivery management experience with ERP/SaaS implementations delivered through short, time-boxed cycles of under six months across multiple concurrent projects.
• Experience managing senior client relationships, understanding customer needs, resolving escalations, and driving customer success.
• Strong financial acumen, including budgeting, revenue forecasting, cost management, and profitability analysis.
• Based in Canada and legally eligible to work in Canada.
• Willingness to travel approximately 15–20% to meet clients in person.
• Availability to work hours overlapping with EST, CST, or PST.
• Master’s degree in Technology, an MBA, or another advanced degree is a plus.
• Understanding of the Canadian K–12 and nonprofit sectors, particularly experience working with school boards or nonprofit organizations, is an asset.
• French language proficiency is a plus.
• Experience managing remote, globally distributed teams and fixed-budget contracts is an advantage.
• Familiarity with AI and AI-assisted tools for delivery or operations, including automation of analysis, reporting, or resource planning, is a plus.