Open To Work
Rajeev Gupta
Ottawa,ON
Summary
Strategic IM/IT leader with over 20 years of experience delivering high-value, multi-year government programs. Expert in spearheading enterprise-scale digital modernizations and complex ERP/data transformations within the Government of Canada’s regulatory framework. A specialist in PMO leadership and project governance, I excel at navigating high-risk environments and aligning diverse, pan-departmental stakeholders to ensure the delivery of mission-critical IT initiatives on time and within budget.
Overview
24
24
years of professional experience
1
1
Certification
Work History
Senior Project Manager | Online Applicant Portal (OAP)
Department of National Defence (DND)
06.2024 - Current
- Instituted executive-ready status, risk, and issue reporting with clear triggers and thresholds, improving governance cadence and sprint velocity.
- Directed the end-to-end delivery of a Salesforce management (from Discovery and Sprint Planning to UAT and Deployment), replacing a legacy system for 1,000+ users.
- Provide strategic leadership during Salesforce project planning and modernization phases by establishing PMO framework to manage multi-stream work zones.
- Led collaborative problem-solving with technical teams and partners to resolve high-priority defects and integration concerns without impacting critical milestones.
- Directing the end-to-end delivery of the Online Applicant Portal (OAP), replacing legacy systems for 1,000+ users from Discovery through Deployment.
Senior Project Manager | Materiel Identification (SAP ECC Master Data)
Department of National Defence (DND)
03.2020 - 06.2024
- Defined the project delivery (Hybrid Agile) approach for Material Master Records (MMR) in SAP ECC, translating complex business requirements into a high-velocity execution plan that minimized project risk and accelerated the realization phase.
- Executed PMO construct to track integrator deliverables, resources, costs, and schedule; introduced dashboards that improved transparency across governance layers.
- Orchestrated stakeholder alignment to close process and data gaps affecting supply, maintenance, procurement, and finance; codified RACI and team composition.
- Instituted continuous risk scanning and mitigation strategies, surfacing data-quality and dependency risks early to protect scope and timelines.
- Acted as the Technical Authority and Directed contract negotiations and vendor performance management, ensuring all technical deliverables met stringent SLAs and budgetary constraints while maintaining alignment between business requirements.
Project Manager | ITI in Support of Command & Control (C2)
Department of National Defence (DND)
04.2017 - 03.2020
- Directed multi-year modernization of secure, disruption-tolerant information exchange capabilities; mapped business drivers to technical options and interoperability requirements.
- Produced project charters, WBS/schedules, and budgetary options; clarified roles/ToR and scaled team capacity to match roadmap phases.
- Instituted weekly governance with issue framing “in a form capable of being solved,” enabling timely decisions across interdependent projects.
- Developed deployment plans, progress visuals, and process-flow diagrams to simplify complexity for executive and partner audiences.
- Drove Agile ways of working to accelerate feedback loops and reduce delivery risk; maintained requirements and readiness assessments through transition to implementation.
Senior Project Manager | GCSI Project Delivery
Public Services and Procurement Canada (PSPC)
05.2017 - 03.2018
- Led onboarding of regional ministerial offices and partner organizations to the GCSI secure cloud platform; defined scope, cost estimates, and resource plans.
- Partnered with CIOB Product Management to set a standardized Project Delivery Framework, improving consistency and time-to-value across implementations.
- Introduced Agile/Scrum delivery practices for ITSM-aligned services, tightening feedback cycles and elevating quality at release.
- Created performance reports and integrated tooling views for leadership; tracked progress and risks at lifecycle checkpoints.
- Drove total cost of ownership reductions by positioning GCSI as a productized service with standardized artefacts, support, and governance.
Project Manager / Business Analyst | Enterprise ITSM
Department of National Defence (DND)
12.2014 - 05.2017
- Led a team of Business Analysts to design and operationalize enterprise ITSM processes; partnered with governance teams to stand up the Service Management Centre (SMC).
- Built measurement frameworks and dashboards across Incident, Problem, Change and related processes to drive transparency, accountability, and SLA adherence.
- Consolidated service desks and established escalation roles to improve first-contact resolution and time-to-restore.
- Drove continuous service improvement, facilitated operational reviews, and socialized improvement plans across operational groups.
- Managed scope, schedule, and quality using MS Project and WBS; produced QA plans and other controls to stabilize delivery.
ITIL Adoption Lead / Project Manager | Enterprise ITSM
Department of National Defence (DND)
12.2011 - 11.2014
- Led enterprise-wide adoption of ITIL v3 processes; translated guidance into implementable procedures, business rules, and tool configurations.
- Coordinated QA, testing, training, data, and BA workstreams; sequenced adoption milestones and managed risks/issues through formal governance.
- Facilitated solution/control group approvals by aligning IM/IT processes with business needs; conducted gap analyses and presented options to senior leadership.
- Maintained integrated plans (MS Project/Visio) with artefacts that made issues visible and solvable; reported progress and risk posture at defined intervals.
- Achieved sustained adoption by embedding operating rhythms, ownership models, and performance measures.
Transition & Transformation Manager | CFHIS In-Service Support
Department of National Defence (DND)
02.2009 - 12.2011
- Managed prime contractor service contracts (~$38M) and governed change scope, progress payments, and acceptance; enforced SLAs and performance obligations.
- Instituted a product management cadence across vendors and partners, aligning people, process, technology, and information dimensions of service delivery.
- Negotiated pricing and SOW terms; steered policy and standards improvements based on operational feedback and risk insights.
- Developed the ISS business case and delivered executive updates on support model readiness, infrastructure, and resourcing.
- Built visual artefacts (plans, charts, logs) to crystallize issues and to guide corrective action and transition gating.
Junior Project Manager / Change & Release Manager | CFHIS
Department of National Defence (DND)
02.2004 - 12.2009
- Chaired the Change Control Board (CCB) and managed end-to-end change processes; controlled scope and integrated impacts to schedule and budget.
- Established risk registers and escalation paths; provided executive status with clear decision asks for IM Executive and Senior Review Boards.
- Coordinated multi-COTS integration activities with technical and integration teams to protect system integrity, performance, and maintainability.
- Developed evaluation strategies, testing plans, and rollout approaches; supported release management and readiness activities across bases.
- Developed the ISS (In Service Support) business case and delivered executive updates on support model readiness, infrastructure, and resourcing.
- Managed prime contractor service contracts (~$38M) and governed change scope, progress payments, and acceptance; enforced SLAs and performance obligations.
Team Lead & Systems Analyst
Office of the Superintendent of Financial Institutions (OSFI)
06.2002 - 02.2004
- Facilitated joint sessions with executives and stakeholders to define business problems, evaluate solution options, and shape long-term IM/IT services.
- Led developers to produce governance models, feasibility assessments, and proof-of-concepts that de-risked investment decisions.
- Provided enterprise architecture guidance to align applications and technology; improved service support by embedding ITIL-based change and release practices.
- Coordinated cross-tier support (L1/L2/L3 and vendors) to stabilize services and improve customer satisfaction.
Education
MBA -
Royal Military College
Kingston01.2016
PG Diploma - Marketing
University of Pune
01.1996
Bachelor of Engineering - Electrical
University of Pune
India01.1991
Skills
- Project Governance - GC Policy Compliance (Directive on Project Management, Policy on Service & Digital)
- RIDAC (Risk, Issues, Decisions, Actions and Change) Management
- Strategic Planning, Process Improvement & Executive Reporting
- Options Analysis, Business Case & Costing Support
- Stakeholder Engagement Across ADM/Directorate Levels
- Vendor/Contract Management & Procurement (SOW, RFP input, evaluation)
- IM/IT Modernization, Salesforce/CRM, SAP ECC Master Data, Secure Cloud (GCSI), and ITSM (ITIL 4/v3)
- Agile/Hybrid Delivery in GC Context
Certification
- PMP
- ITIL Expert (incl. Practitioner, V2 Manager)
- CBAP (2026)
- IT Project Management Master Certificate (Ottawa University)
- Advanced Project Management (GWU)
Level
Secret Security Clearance
Languages
French
Limited Working
Timeline
Senior Project Manager | Online Applicant Portal (OAP)
Department of National Defence (DND)
06.2024 - Current
Senior Project Manager | Materiel Identification (SAP ECC Master Data)
Department of National Defence (DND)
03.2020 - 06.2024
Senior Project Manager | GCSI Project Delivery
Public Services and Procurement Canada (PSPC)
05.2017 - 03.2018
Project Manager | ITI in Support of Command & Control (C2)
Department of National Defence (DND)
04.2017 - 03.2020
Project Manager / Business Analyst | Enterprise ITSM
Department of National Defence (DND)
12.2014 - 05.2017
ITIL Adoption Lead / Project Manager | Enterprise ITSM
Department of National Defence (DND)
12.2011 - 11.2014
Transition & Transformation Manager | CFHIS In-Service Support
Department of National Defence (DND)
02.2009 - 12.2011
Junior Project Manager / Change & Release Manager | CFHIS
Department of National Defence (DND)
02.2004 - 12.2009
Team Lead & Systems Analyst
Office of the Superintendent of Financial Institutions (OSFI)
06.2002 - 02.2004
PG Diploma - Marketing
University of Pune
MBA -
Royal Military College
Bachelor of Engineering - Electrical
University of Pune