Senior IT Project Manager

Role Overview

• Lead highly complex, cross‑functional IT initiatives with multiple workstreams and significant business impact.
• Manage concurrent initiatives with broad scope, complex dependencies, and enterprise‑level visibility.
• Own end‑to‑end delivery accountability for scope, schedule, cost, risk, quality, and outcomes across initiatives typically ranging from $1M–$10M.
• Translate business objectives into actionable technology delivery plans, coordinating architecture, engineering, infrastructure, data, security, and vendor teams.
• Select and apply Agile, Waterfall, or hybrid delivery approaches aligned to initiative complexity, risk, and organizational readiness.
• Serve as the strategic delivery partner for Managing Directors and senior technology leadership.
• Lead executive‑level governance forums, steering committees, and status reviews for initiatives with high organizational impact and risk exposure.
• Proactively manage inter‑project and inter‑portfolio dependencies, escalations, and delivery trade‑offs.
• Communicate with clarity and authority, framing technical progress, risks, and decisions in business terms.
• Coordinate delivery across teams of 15–50+ resources, including internal staff, contractors, and external partners.
• Manage vendor performance, delivery quality, and contractual expectations.
• Ensure alignment with enterprise architecture, security, and operational standards.
• Balance transformation delivery with production stability and operational risk management.
• Operate effectively in ambiguous, fast-evolving environments, bringing structure, clarity, and momentum to complex delivery challenges.
• Own financial management ensuring investments align to ROI, business outcomes, and strategic priorities for large‑scale technology initiatives, including forecasting, tracking, and variance management within $1M–$10M budgets.
• Identify, assess, and mitigate delivery risks across multi‑vendor, multi‑team environments.
• Develop mitigation and contingency plans before risks materially impact delivery, cost, or business outcomes.
• Ensure delivery decisions protect business value, compliance, and return on investment.
• Set expectations and model behaviors for senior‑level project management excellence.
• Mentor and support less‑senior project managers through guidance on complex delivery scenarios, risk management, and stakeholder engagement.
• Contribute to the evolution of delivery standards, governance models, and portfolio reporting across Retail Technology.

Requirements

• Bachelor’s degree in Business, Information Systems, Computer Science, or related field.
• 5–8+ years of experience leading large, complex IT projects or programs.
• Demonstrated experience managing: $1M+ technology budgets
• Multi‑team, cross‑functional delivery environments
• Senior and executive‑level stakeholders
• Strong background in technology delivery, system integration, and platform‑based initiatives.
• Proficiency with project and portfolio management tools (e.g., Smartsheet, Azure DevOps, PPM platforms).
• Exceptional communication skills, including executive‑level storytelling and decision framing.
• Able to travel up to 30%.
• PMP, PgMP, SAFe, or equivalent certification.
• Preferred Experience in insurance, financial services, or highly regulated environments.
• Preferred Experience delivering CRM, data, platform modernization, or enterprise integration initiatives.

Tech Stack

• Azure
• PMP

Benefits

• Health Benefits : Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance
• Financial Benefits : ESPP; 401k; Student Loan Assistance; Tuition Reimbursement
• Mental Health & Wellness : Free Mental Health & Enhanced Advocacy Services
• Beyond Benefits : Paid Time Off, Holidays, Preferred Partner Discounts and more.