Director of Professional Services in Canada Creek, Nova Scotia at Jobgether

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.

• 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.

• $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.