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Home Flexible Job Board Director of Project Management Office (PMO)

Salary Unstated 25d ago

Director of Project Management Office (PMO)

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Foundant + smartsimple

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Full-time Permanent Remote

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Summary

The Director of PMO will lead and develop the project management team while overseeing portfolio governance, delivery health, and operational standards. They will partner with leadership to scale implementation processes, manage cross-functional capacity, and drive continuous improvement across the organization.

Job Description

What You’ll Do:

PMO Leadership & Team Management

  • Lead, coach, and develop the Project Management team — including performance management, goal setting, and career development conversations
  • Build and maintain a high-performing PMO culture grounded in accountability, transparency, and continuous improvement
  • Partner with the Sr. Director to recruit, onboard, and ramp up new project managers
  • Scale our partnership business and oversight of partner implementation projects, ensuring consistent client experiences align with Foundant north star

Portfolio Governance & Delivery Health

  • Maintain full visibility into the active SOW and enhancement portfolio of project work — tracking milestone adherence, budget performance, and project health status (Green / Amber / Red) across all engagements
  • Own escalation management for Amber and Red projects; serve as the first point of escalation above the Project Managers
  • Drive portfolio health reporting cadences — weekly check-ins with project managers, quarterly scorecard reviews, and executive-facing portfolio updates
  • Enforce delivery standards and Project Manager accountability against the project manager Delivery Goal Framework (schedule adherence, scope and change management, client engagement, resource and budget stewardship, operational compliance, and project closure)

Tooling Standards & Data Integrity

  • Own Rocketlane and Salesforce as the source of truth for project delivery data — ensuring all project fields, resource allocations, and timesheet records are current and accurate
  • Drive adoption of tooling standards across the project manager team; develop and maintain the Internal Reference Guide and associated project manager process documentation
  • Use Rocketlane’s Capacity Planning, Resource Management, and Timeline tools to maintain portfolio-level visibility and inform resourcing decisions
  • Partner with the Director of Implementation and Sr. Director on cross-functional capacity planning as new SOW & RFS volume enters the pipeline

Process & Operational Excellence

  • Design, implement, and iterate on project management processes and methodologies that improve project manager efficiency and delivery consistency at scale
  • Lead continuous improvement initiatives — identifying patterns in escalations, scope changes, and timeline variance to strengthen delivery quality across the portfolio
  • Champion Change Request discipline: ensure 100% of scope changes have an approved CR before work begins, and monitor compliance in monthly portfolio reviews
  • Collaborate cross-functionally with Implementation, Digital Transformation, Sales, and Customer Success to ensure seamless handoffs and aligned client expectations

Stakeholder Communication & Reporting

  • Prepare and present regular portfolio status updates to the Sr. Director and leadership; translate data from Rocketlane and Salesforce into decision-ready reporting
  • Act as a senior voice on project delivery in cross-functional conversations — representing the PMO’s perspective on capacity, risk, and process
  • Partner with HR, the Sr. Director, and People leaders on goal-setting cycles, performance review cadences, and team development initiatives for the Project Manager team

What You’ll Need:

  • 10+ years of experience in project management, with 5+ years in a people leadership or PMO management role (required)
  • Demonstrated track record owning a project manager team and a complex, multi-project portfolio in a SaaS, professional services, or technology implementation environment
  • Experience building or maturing a PMO function — establishing standards, governance frameworks, and tooling practices that scale
  • Experience in previous Agile transformation (required)
  • Proven ability to manage escalations, navigate client-facing complexity, and coach project managers through high-stakes delivery situations
  • Bachelor’s degree in business administration, Project Management, or related field (required); Master’s degree (preferred)
  • PMP, PRINCE2, or equivalent project management certification (required)
  • Must be legally eligible to work in Canada, USA, or EU (required)

What You’ll Bring to our Team Dynamics:

  • Strong command of project management methodologies (Agile, Waterfall, hybrid) and delivery tooling — Rocketlane experience or equivalent PSA/project delivery platform strongly preferred
  • Excellent leadership, coaching, and people development skills — you know how to build accountability while maintaining team trust and psychological safety
  • Data-driven decision-making: comfortable reading portfolio dashboards, burn-rate reports, and capacity plans to identify risk and drive action
  • Clear, structured communicator — able to translate operational detail into executive-facing reporting without losing nuance
  • Strong cross-functional collaboration skills; experience working with Sales, Implementation, and Customer Success counterparts
  • Tools & Platforms: Rocketlane (or equivalent PSA/professional services automation platform), Salesforce, Agile, Waterfall, hybrid delivery methodologies

Why You’ll Love Working at Foundant:

  • At the heart of everything we do is a commitment to innovation and making a positive impact. Whether you’re working on projects that empower not-for-profits, community foundations, or corporations, your contributions will help drive real-world change. 
  • We offer competitive salary and benefits, including tuition, and lifestyle reimbursements, and bespoke mindfulness and fitness initiatives.  
  • With our Flexible PTO policy, you’ll have the freedom to manage your time in a way that supports your personal well-being and professional success. 
  • We’re committed to your professional and personal development.  With our merger, you'll have the chance to collaborate across teams, giving you exposure to diverse ideas, expertise, and projects that span multiple industries.  
  • As part of a larger organization, you’ll have even more opportunities to grow your career. Whether it’s exploring new roles, leadership opportunities, or shifting to a different department, we support internal mobility to help you achieve your career goals 
  • You’ll enjoy autonomy and responsibility, empowering you to approach your work creatively and independently, fostering innovation and independent thought. 
  • Employee recognition is a core part of our culture. When you do a great job, we make sure everyone knows about it!  

Foundant is an equal opportunity employer, committed to building a diverse workforce that represents the communities we serve. We welcome and encourage applications from all qualified candidates, and will consider all applicants without regard to race, color, citizenship, religion, sex, marital/family status, sexual orientation, gender identity, Indigenous status, age, disability, or individuals who may require accommodation. 

Foundant is also committed to providing accommodations throughout the interview and employment process. Accommodations are available upon request for candidates participating in all aspects of the selection process. If you have accessibility requirements during the recruitment process and require accommodation, please contact [email protected]. 

About the company

Foundant + smartsimple

SmartSimple Software is a global leader in cloud-based automation and collaboration solutions, trusted by 500+ clients across 192 countries. Our platform supports grantmaking foundations, Fortune 500 companies, research institutions, higher education, and governments in driving greater efficiency and impact.

Now united with Foundant Technologies and GivingData, we are even more empowered to help purpose-driven organizations amplify their work through technology. With a team of over 200 professionals across Canada, the U.S., Europe, and the UK, our mission is simple: support our clients in doing what they do even better.

SmartSimple adheres to the highest security standards in the industry, including ISO 27001, SOC 1 and SOC 2.

Founded

2002

Company size

51-200 employees

Industry

Software Development

Org type

Privately Held

Headquarters

Toronto, Ontario

Apply Now

About the company

Foundant + smartsimple

SmartSimple Software is a global leader in cloud-based automation and collaboration solutions, trusted by 500+ clients across 192 countries. Our platform supports grantmaking foundations, Fortune 500 companies, research institutions, higher education, and governments in driving greater efficiency and impact.

Now united with Foundant Technologies and GivingData, we are even more empowered to help purpose-driven organizations amplify their work through technology. With a team of over 200 professionals across Canada, the U.S., Europe, and the UK, our mission is simple: support our clients in doing what they do even better.

SmartSimple adheres to the highest security standards in the industry, including ISO 27001, SOC 1 and SOC 2.

Founded

2002

Company size

51-200 employees

Industry

Software Development

Org type

Privately Held

Headquarters

Toronto, Ontario

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