
Senior IT Project Manager
Application Development | Cross-Functional Alignment | Executive Reporting
Full-Time | Hybrid (3 Days On-Site) | 5+ Years Experience
Diversified Services Network, Inc. (DSN) is seeking a full-time Senior IT Project Manager to join our team in Chicago, IL! We offer full benefits, PTO, 401k, and more! If you are a high-impact project manager who excels at synthesizing complex, cross-team inputs into structured, decision-ready insights and thrives in fast-paced, matrixed environments within an extremely reputable, stable Fortune 500 company — let’s talk!
We are seeking a Senior IT Project Manager to drive clarity, alignment, and execution visibility across application development initiatives within our digital organization, in a hybrid role based in Chicago, IL (3 days on-site per week). This role partners closely with Engineering, Product, Platform, and Analytics teams to ensure leadership has a consistent, clear view of progress, risks, and priorities. You will synthesize complex, cross-team inputs into structured, decision-ready narratives and professional reporting for a variety of audiences — from development teams to senior leadership.
The ideal candidate brings strong executive presence, structured thinking, and a talent for distilling ambiguity into clear takeaways.
Key Contributions & Responsibilities
• Serve as the primary communicator for division development — attend development and technical meetings to elicit timelines, issues, and risks, and translate them into cohesive development narratives highlighting milestones, delays, and challenges.
• Create professional, audience-tailored slide decks and reports that clearly illustrate relevant status, risks, and priorities for development teams, product owners, and senior leadership.
• Own roadmap management — maintain a clear, current view of delivery commitments, milestones, and sequencing across cross-functional teams.
• Track risks and dependencies across Engineering, Product, Platform, and Analytics; drive follow-up actions and escalate blockers to ensure delivery stays on schedule.
• Drive cross-functional alignment — ensure teams are coordinated on priorities, dependencies, and accountability in a matrixed organization.
• Operate independently with strong judgment, setting priorities and managing a broadly defined workload with minimal oversight.
Team Structure & Work Environment
• You will interact regularly with development teams, product owners, and senior staff across the digital organization, serving as a connective layer across multiple disciplines and leadership levels.
• This is a hybrid role requiring 3 days on-site per week in Chicago, IL.
Requirements
Candidate Requirements
• Bachelor’s degree required with 5+ years of relevant project management experience. MBA or equivalent business training preferred.
• Experience working in software development organizations is required.
• Microsoft Office Suite proficiency, with particular strength in PowerPoint (executive-level deck creation) and Excel.
• Azure DevOps — for tracking work items, managing delivery artifacts, and maintaining project visibility.
• Understanding of SDLC and CI/CD concepts sufficient to engage meaningfully with engineering teams and accurately capture delivery status.
• Power BI — for data visualization and reporting to support delivery insights and stakeholder communication.
• SQL and/or Python — for querying and analyzing delivery data to support structured reporting and storytelling.
• Executive presence — confident engaging with senior leadership and able to tailor content and communication style to different audiences.
• Structured thinking and strong storytelling through data — able to distill ambiguity and complex cross-team inputs into clear, decision-ready takeaways.
• High attention to detail — ensures accuracy and consistency across all reporting, slide decks, and delivery tracking artifacts.
• Ability to operate independently with strong judgment in a fast-paced, matrixed environment.
Benefits
Please follow the link to our website for a list of job openings in Engineering, IT, Project Management, and more! https://www.dsnworldwide.com
Salary expectations: 90,000-107,000 per annual

Founded in 1989, DSN remains at the forefront of providing advanced IT Solutions, Project Management, Health and Human Services Consulting and Program Support, Grants Application and Management Consulting, and Staffing services to Fortune 500 companies and governmental entities. Public and private sectors work can be complicated and challenging, but for more than 35 years, DSN has led the way in providing solutions for complex problems. Although much of our work is multifaceted, the purpose behind it remains simple– we help government and businesses serve the people.
Our suite of consulting and technology services are designed to help organizations solve problems and simplify complex issues. With time-tested, proven experience and industry expertise, DSN offers custom solutions tailored to fit the needs of individual clients.
DSN is a certified Women Business Enterprise (WBE) by both the State of Illinois and Business Enterprise National Council (WBENC) – in addition to other states. We are an equal opportunity employer and find that the diverse array of perspectives, skills, and experiences that our associates bring to DSN fuel innovation and excellence in every aspect of our work.