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IT Chief of Staff - Senior IT PM, Jira, Confluence
IT Chief of Staff - Senior IT PM, Jira, ConfluenceAddison Group • Chicago, IL, US
IT Chief of Staff - Senior IT PM, Jira, Confluence

IT Chief of Staff - Senior IT PM, Jira, Confluence

Addison Group • Chicago, IL, US
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Chief Of Staff Senior It Pm

This role serves as the right-hand partner to the Chief Technology Officer, helping drive strategy, execution, and operational excellence across large-scale infrastructure and transformation initiatives. This role is ideal for a senior-level program or project leader with deep technical fluency and strong organizational skills who can act as a proxy for executive leadership in meetings and project execution.

This individual will lead and support organizational transformation efforts, act as liaison across technical and business units, and ensure that enterprise programs are executed with precision. It's a unique opportunity for someone who thrives in a fast-paced environment and wants to directly influence enterprise-wide technology initiatives.

Key Responsibilities

  • Serve as an extension of the CTO, representing leadership in key meetings and managing follow-up action items.
  • Partner closely with senior technology leaders to align infrastructure and transformation initiatives with business objectives.
  • Support strategic planning, execution, and communication for technology modernization programs.
  • Coordinate and oversee enterprise-wide initiatives, ensuring alignment with risk management and compliance standards.
  • Manage executive calendars, priorities, and communications to ensure focus on high-impact activities.
  • Lead and participate in special projects related to process improvement, transformation, and governance.
  • Drive clarity and accountability in decision-making across cross-functional teams.
  • Create and deliver executive presentations, reports, and communications materials.
  • Ensure key transformation milestones are achieved and audit / compliance deliverables are completed on time.

Qualifications

  • Bachelor's degree required; PMP certification strongly preferred.
  • 810+ years of experience in technology, project management, or business management roles.
  • Proven ability to manage complex technology-focused transformation programs.
  • Strong technical acumenexperience with infrastructure, Jira, Confluence, and enterprise-level technology environments.
  • Exceptional organizational and communication skills, including executive presentation experience (PowerPoint proficiency required).
  • Highly analytical and able to solve problems independently.
  • Strong interpersonal skills with the ability to partner effectively across executive and operational teams.
  • Experience working within highly regulated, enterprise-scale organizations preferred.
  • Technical Skills

  • Proficiency in Microsoft Office (Excel, PowerPoint, Word, Visio).
  • Strong working knowledge of Jira and Confluence.
  • Familiarity with project management tools such as Microsoft Project or SharePoint.
  • PMP, ITIL, Agile, or Scrum certifications are a plus.
  • Summary : This is a Chief Of Staff role within IT, supporting a CTO who oversees a large infrastructure organization. The right person is a polished, tech-savvy leader who can step in on behalf of the CTO, manage strategic projects, and ensure organizational goals stay on track. It's ideal for someone who loves structure, thrives in complex enterprise environments, and excels at keeping large initiatives aligned and moving forward.

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    Chief Of Staff • Chicago, IL, US

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