Lead, Special Projects

OptimumTown of Oyster Bay, NY

About The Position

The Lead, Special Projects leads high-impact, cross-functional strategic initiatives within the Technology Operations organization that fall outside traditional project portfolios or standard PMO governance. This role is responsible for driving the successful delivery of complex, ambiguous, or first-of-their-kind initiatives that support long-term operational excellence, technology transformation, and organizational resilience. Operating at the intersection of strategy and execution, the Lead, Special Projects works directly with senior Technology Operations leadership and serves as a trusted advisor, problem solver, and delivery accelerator for high-visibility initiatives requiring tight coordination across technical and business domains.

Requirements

  • Bachelor’s degree in Business, Engineering, Information Technology, or a related field (or equivalent experience).
  • 7–10+ years of experience leading complex, cross-functional initiatives within technology, operations, or infrastructure-focused organizations.
  • Proven experience managing ambiguous or first-of-their-kind projects outside traditional PMO frameworks.
  • Strong understanding of technology operations, network environments, or large-scale IT systems.

Nice To Haves

  • Experience within a telecommunications, critical infrastructure, or highly regulated environment.
  • Advanced degree (MBA or similar) or relevant certifications (PMP, PgMP, Agile, Lean, or similar).
  • Demonstrated experience supporting executive leadership and enterprise-level initiatives

Responsibilities

  • Lead high-impact, cross-functional initiatives that address critical operational, technology, or organizational priorities not covered under standard project portfolios.
  • Translate executive direction and strategic objectives into clearly defined project scope, success metrics, and actionable delivery plans.
  • Manage initiatives from concept through execution, ensuring outcomes align with long-term Technology Operations and enterprise strategy.
  • Drive end-to-end execution of complex, ambiguous, or first-of-their-kind projects, navigating uncertainty and evolving requirements.
  • Apply a flexible delivery approach, leveraging program management, strategic analysis, and change leadership techniques appropriate to each initiative.
  • Identify, assess, and proactively mitigate risks, dependencies, and constraints that could impact delivery or outcomes.
  • Coordinate across engineering, network operations, IT, cybersecurity, and vendor teams to align resources, resolve conflicts, and remove delivery roadblocks.
  • Serve as the central point of integration, ensuring consistent communication and alignment across multiple technical and business stakeholders.
  • Facilitate decision-making by framing trade-offs, risks, and impacts for leadership.
  • Lead analysis, planning, and implementation of operational improvements, technology transformations, or capability build-outs beyond standard PMO or BAU processes.
  • Support the development of new operating models, tools, processes, or governance mechanisms as needed to enable successful outcomes.
  • Drive measurable improvements in efficiency, reliability, scalability, or service delivery.
  • Develop executive-level reporting, briefings, and communications that translate complex project insights into clear, concise, and actionable updates.
  • Establish and maintain appropriate governance structures, ensuring transparency, accountability, and agility without introducing unnecessary overhead.
  • Provide leadership with timely visibility into progress, risks, decisions, and recommended actions.
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