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About the role

Department: Corporate IT
Reports To: VP Corporate IT
Position: Senior Project Manager
Location: Hybrid / Greater Chicago Area
Classification: Exempt
Job Type: Full Time
Position Summary: The Senior Project Manager drives day-to-day execution across a portfolio of concurrent technology initiatives supporting COEO's growth through acquisition. This role turns strategic priorities into detailed plans, milestones, and tracked deliverables, and keeps cross-functional teams, vendors, and stakeholders aligned on status, dependencies, and next steps. Keys to Success: Follow-Through – driving action items to closure, escalating blockers early, and flagging slippage before it affects milestones; Structured Planning – maintaining accurate plans, milestones, and RAID logs across several concurrent initiatives; Stakeholder Alignment – keeping vendors, technical leads, and business teams aligned on status, dependencies, and next steps through clear, fact-based updates. Growth Path: Opportunity to grow into a Program Manager or broader portfolio leadership role as COEO's technology portfolio expands through acquisition.
Requirements:
  • Required 7+ years of project management experience running multiple concurrent technology projects
  • Proven discipline in detailed planning, tracking, and follow-through
  • Experience coordinating vendors and implementation partners against deliverables
  • Proficiency with Jira and Confluence
  • Enough technical fluency to follow system integration and data discussions
  • PreferredExperience with CRM, billing, or ticketing platform implementations (Salesforce, Rev. IO, or similar)
  • Experience in telecom or managed services
  • Experience integrating systems after an acquisitionPMP or equivalent certification
  • Familiarity with Scaling Up / Align or a similar planning framework
Working familiarity with AI tools and automation to streamline status reporting, meeting notes, and action-item tracking.
Responsibilities:
  • Planning and tracking
  • Build and maintain detailed project plans, milestones, and deliverable trackers for each initiative
  • Maintain an integrated view of timelines and dependencies across initiatives
  • Keep quarterly priorities, metrics, and tasks current in the company's planning system
  • Execution and follow-through
  • Run working sessions, standups, and project meetings: agendas, notes, decisions, and action items
  • Drive action items to closure and escalate blockers early
  • Maintain risk, assumption, issue, and dependency logs; flag slippage before it affects milestones
  • Vendor and stakeholder coordination
  • Track vendor and implementation partner deliverables against agreed scope and milestones
  • Coordinate with Finance, Sales, Operations, and acquired-company teams on cross-functional dependencies
  • Schedule and track technical evaluations and due diligence performed by technical leads
  • ReportingProduce weekly status rollups for program leadership
  • Prepare inputs for monthly strategic project reviews and executive updates
  • Keep Jira and Confluence current as the source of truth for project status

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