Jobless Developer

Director of Project Management Office (PMO)

CanadaRemote

AI Summary

Leads and develops the Project Management team, owning portfolio governance, delivery health, and tooling standards. Partners with senior leadership on recruitment, escalation management, and cross-functional capacity planning to ensure consistent client delivery.

About this role

WhatYou’llDo:

PMOLeadership &TeamManagement

  • Lead, coach, and develop the ProjectManagementteam — 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 rampupnewproject managers
  • Scale our partnership businessandoversight of partnerimplementation projects, ensuringconsistent clientexperiencesalignwithFoundantnorth star

PortfolioGovernance &DeliveryHealth

  • Maintain full visibility into the active SOWandenhancementportfolioofproject 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 ProjectManagers
  • Drive portfolio health reporting cadences —weeklycheck-ins withproject managers, quarterly scorecard reviews, and executive-facing portfolio updates
  • Enforce delivery standards and ProjectManageraccountability against theproject managerDelivery Goal Framework (schedule adherence, scope and change management, client engagement, resource and budget stewardship, operational compliance, and project closure)

ToolingStandards &DataIntegrity

  • 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 theproject managerteam; develop and maintain theInternalReference Guide and associatedproject managerprocessdocumentation
  • 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& RFSvolume enters the pipeline

Process &OperationalExcellence

  • Design, implement, and iterate on project management processes and methodologies that improveproject managerefficiency 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

StakeholderCommunication &Reporting

  • Prepare and present regular portfolio status updates to the Sr. Director and leadership; translate data from Rocketlane andSalesforceintodecision-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 withHR,theSr. Director,and People leaders on goal-setting cycles, performance review cadences, and team development initiativesfor the Project Manager team
WhatYou’llNeed:
  • 10+ years of experience in project management, with5+ years in a people leadership or PMO management role(required)
  • Demonstrated track record owning aproject managerteam 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 coachproject managersthrough 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)
WhatYou’llBring 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

Skills

AgileBurn Rate ReportingCapacity PlanningChange Request DisciplineDelivery Goal FrameworkHybrid MethodologiesPMPPortfolio ScorecardsPRINCE2PSA PlatformsResource ManagementRFP ManagementRocketlaneSalesforceSOW ManagementTimeline ToolsWaterfall

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