Duration: 6 Month Initial Contract Location: Remote with occasional travel to Montreal/Quebec or Alberta Overview We are seeking a Senior Technical Transformation Program Manager to lead a complex enterprise transformation for a private equity-backed organization undergoing significant business integration.

The successful consultant will provide hands-on leadership across a multi-stream transformation that includes ERP implementation, enterprise integrations, shared services, and business process modernization.

This is not a traditional project coordination role.

The successful candidate must be technically credible enough to challenge architects, systems integrators, and implementation partners while driving delivery across multiple workstreams.

The ideal consultant has successfully led enterprise transformation programs within mid-market organizations ($50M-$M) where resources are limited, timelines are aggressive, and execution is critical.

Responsibilities Lead delivery of a complex digital transformation involving ERP implementation, enterprise integrations, and shared services.

Provide technical program leadership across multiple workstreams, ensuring dependencies, sequencing, and deliverables remain aligned.

Challenge implementation partners, architects, and vendors to ensure quality, accountability, and execution.

Review solution designs, integration approaches, testing strategies, cutover planning, and overall program readiness.

Coordinate cross-functional stakeholders across Finance, IT, Operations, and external implementation partners.

Drive governance while remaining hands-on enough to solve delivery issues as they arise.

Identify project risks,



dependencies, and execution gaps, providing practical recommendations to executive leadership.

Support planning and execution of testing, UAT, deployment, and go-live activities.

Mentor project resources while helping establish scalable delivery practices throughout the transformation.

Must Haves 10+ years leading enterprise digital transformation programs as a Program Manager, Transformation Lead, or Senior Project Manager.

Demonstrated experience leading ERP implementations (Net

Suite, SAP, Dynamics , Oracle, or similar).

Strong experience managing enterprise integrations, middleware, APIs, and cross-platform solution delivery.

Experience leading programs involving Finance, HR, Operations, CRM, and enterprise shared services.

Ability to engage technical architects, developers, vendors, and business leaders while challenging delivery decisions when required.

Experience leading testing strategy, UAT planning, cutover, and production readiness.

Robust executive communication skills with experience presenting program status, risks, and recommendations to senior leadership.

Experience working within mid-market organizations where consultants are expected to be hands-on and execution focused.

Nice to Haves Experience with Net

Suite implementations.

Exposure to Azure , Snowflake , enterprise data platforms, or BI/reporting environments.

Previous experience supporting private equity-backed organizations , mergers, acquisitions, or business integrations.

Experience working with consulting firms or systems integrators on enterprise transformation initiatives.

Bilingual (English/French).

📌 Senior Technical Transformation Program Manager - ERP, Enterprise Integration & Digital Transformation (Toronto)
🏢 S.i. Systems
📍 Toronto