Director of Professional Services

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Director of Professional Services based in Canada. This is a senior leadership opportunity focused on driving financial and delivery performance across a substantial portfolio of client engagements. You will own a $3–5M book of business and P&L, balancing customer outcomes, resource capacity, pricing, and profitability. The role leads a diverse Professional Services team delivering ERP and SaaS implementations across multiple concurrent engagements. You will shape scalable delivery practices based on customer needs rather than relying on a rigid methodology. As a senior customer-facing leader, you will manage key relationships, resolve escalations, and protect long-term account health. The position combines strategic leadership, operational discipline, financial ownership, and continuous improvement in a fully remote environment. You will also help build the operating model and team capabilities required to scale high-quality, profitable service delivery.

Own the P&L and book-of-business performance for a portfolio of client engagements valued at approximately $3–5M. Lead budgeting, revenue forecasting, and cost management to maintain healthy Professional Services margins. Oversee delivery quality, customer outcomes, and operational performance across ERP and SaaS implementation projects. Establish and continuously improve delivery approaches that respond to customer needs and business priorities. Lead, develop, coach, and motivate consultants, business analysts, and project managers. Build an effective team environment focused on accountability, collaboration, professional growth, and high-quality delivery. Serve as the senior escalation point and relationship leader for key customers. Strengthen long-term customer relationships by understanding business needs and addressing delivery concerns proactively. Allocate and balance resources across concurrent engagements to optimize capacity, delivery outcomes, and profitability. Identify delivery, financial, operational, and customer risks early and implement appropriate mitigation plans. Partner with Sales on the scoping, pricing, and positioning of new engagements without owning direct sales responsibilities. Drive improvements across the delivery lifecycle to increase speed, consistency, quality, and operational efficiency. Support the finalization of project roadmaps and prioritization of tickets based on customer and business needs. Engage directly with customers to understand requirements, expectations, and priorities. Collaborate with Sales, Engineering, Product, Customer Success, and Support to align priorities and deliver strong customer outcomes. Identify underperforming engagements and develop strategies to restore profitability and delivery performance. Establish scalable operating practices that support the growth of the Professional Services organization. Use financial and operational insights to inform resource planning, delivery decisions, and portfolio strategy. Requirements: 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 management, or related technology roles. At least 3–5 years of leadership or management experience , ideally at Senior Manager or Director level within Professional Services. Experience managing a portfolio of projects and a $3–5M book of business with P&L responsibility. Demonstrated ability to achieve and maintain healthy profit margins within a Professional Services organization. Proven experience turning underperforming or loss-making engagements into profitable businesses through effective strategy and execution. Strong delivery management experience across ERP and SaaS implementations . Experience managing multiple concurrent implementations delivered through short, time-boxed cycles of less than six months. Strong client relationship management skills, including experience working with senior stakeholders and understanding customer needs. Demonstrated financial acumen across budgeting, revenue forecasting, cost management, and margin optimization . Strong resource planning and capacity management capabilities across multiple active engagements. Excellent leadership, coaching, communication, and stakeholder management skills. Ability to balance customer satisfaction, operational performance, team capacity, and financial results. Based in Canada and legally eligible to work in Canada. Willingness to travel approximately 15–20% to meet customers in person. Availability to work hours overlapping with EST, CST, or PST time zones. Nice to have: Advanced degree such as a Master’s in Technology or MBA . Knowledge of the K-12 and nonprofit sectors in Canada , particularly experience working with school boards or nonprofit organizations. French language proficiency . Experience managing remote and globally distributed teams. Experience working with fixed-budget contracts. Experience using AI and AI-assisted tools for delivery or operations, including automation of analysis, reporting, or resource planning. Benefits: $175,000–$215,000 CAD annual compensation , consisting of: $175,000 CAD base salary . $40,000 CAD annual bonus . $215,000 CAD OTE . 100% remote work for employees residing in Canada. Flexible working hours with an asynchronous working environment. Career development support, meaningful feedback, and guidance toward personal career goals. Access to leading-edge tools, playbooks, and technology. Opportunities to connect with thought leaders and participate in webinars covering emerging technology topics. Home office setup stipend . Culture-focused activities including coffee chats, happy hours, cooking classes, book clubs, and other team initiatives. Opportunity to work with a global, distributed team and collaborate across functions. Professional growth opportunities within a scaling technology and Professional Services environment.

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