Position Overview: Senior Project Manager - AI SDLC
We are seeking an experienced Senior Project Manager – AI SDLC to lead the strategic rollout of enterprise-wide, AI-augmented engineering capabilities, developer tooling, and intelligent software engineering workflows. In this role, you will orchestrate the enterprise adoption of AI-driven capabilities - such as GitHub Copilot, specialized coding agents, telemetry/monitoring, and automated CI/CD guardrails. You will operate at the intersection of engineering excellence and institutional risk, aligning technical execution across Software Engineering, Architecture, Information Security, Enterprise Risk, and Product organizations.
Responsibilities
- Program & Delivery Execution: Drive end-to-end delivery of complex AI SDLC workstreams, establishing milestones, managing critical-path dependencies, and unblocking engineering teams across concurrent projects.
- AI Tooling & Workflow Enablement: Partner with platform and engineering leads to roll out generative AI developer tools (e.g., GitHub Copilot, custom LLM agents), establishing adoption benchmarks, rollout phases, and enablement strategies.
- Governance, Compliance & Security: Ensure AI capabilities integrate seamlessly with enterprise risk controls, regulatory requirements, IP protection standards, and model risk governance frameworks.
- DevOps & Platform Integration: Coordinate delivery across platform teams to embed AI-assisted tools within existing enterprise CI/CD pipelines, automated testing, and developer environments.
- Operational Readiness: Define transition frameworks to move AI tooling and telemetry from pilot phases to enterprise-wide production and sustained operational support.
- Financial Management & Forecasting: Manage project financials, vendor allocations, burn rates, and quarterly resource forecasting within the broader program portfolio.
- Executive Communication & Alignment: Produce data-driven progress dashboards, risk burndown reports, and steering committee briefings for executive leadership.
Qualifications
- 7+ years of progressive project management experience leading large-scale, complex enterprise technology transformations.
- Technical Fluency: Demonstrated background collaborating directly with software engineers, DevOps specialists, and enterprise architects in a modern cloud-first or platform engineering environment.
- Delivery Methodologies: Deep expertise in Agile, Scrum, and hybrid frameworks, with a proven track record of maintaining delivery velocity alongside rigorous governance standards.
- Governance & Risk Acumen: Strong experience navigating corporate risk controls, audit readiness, change management, and security sign-offs.
- Portfolio & Financial Tracking: Proficiency in managing multi-million-dollar technology budgets, forecasting, and resource capacity planning.
- Stakeholder Influence: Exceptional executive presence and conflict-resolution skills, capable of bridging conversations between deeply technical developers and business risk executives.
Preferred Qualifications
- Hands-on delivery experience with AI/GenAI software engineering initiatives, developer productivity platforms, or emerging tech rollouts (e.g., GitHub Copilot, Cursor, Tabnine, enterprise LLM toolchains).
- Background in Financial Services or similarly complex, heavily regulated environments (e.g., OSFI, FINRA, or ISO compliance frameworks).
- Familiarity with modern DevOps ecosystems (Git, automated testing frameworks, containerization, cloud platform engineering).
- Relevant certifications: PMP, PMI-ACP, CSM, or SAFe Agilist.
