Senior IT Project & Program Manager- AI Initiatives

Diversified Services Network, Inc.Peoria, IL
1dRemote

About The Position

Diversified Services Network, Inc. (DSN) is seeking a full-time IT Project/Program Manager-AI Initiatives to join our team in your choice of our Chicago, IL, Peoria, IL, Dallas, TX, Broomfield, CO locations! We offer a remote work model, full benefits, PTO, 401k, and more! If you're looking to grow your technical career within an extremely reputable, stable Fortune 500 company - let's talk!

Requirements

  • Bachelors/ Master’s degree with 5+ years’ experience
  • Strong working knowledge of digital project management fundamentals, including project planning, scheduling, dependency management, and critical path analysis.
  • Experience using project management and workflow tools to manage plans, track progress, and report status (e.g., enterprise PM or agile delivery tools).
  • Proven ability to manage multiple workstreams and cross‑functional dependencies within complex digital initiatives.
  • Solid understanding of risk and issue management practices, including escalation, mitigation planning, and stakeholder communication.
  • Ability to analyze project data (schedule, milestones, risks) and translate it into clear, actionable insights for teams and leaders.
  • Strong facilitation and communication skills to lead meetings, drive alignment, and maintain clarity across technical and non‑technical stakeholders.
  • Familiarity working in technology or digital delivery environments, ideally supporting software, data, or AI‑enabled solutions.
  • Heavy attention to detail
  • Organizational skills
  • Excellent communication skills

Nice To Haves

  • PMO certification or Agile Certification is nice to have

Responsibilities

  • Provides delivery rigor and execution leadership for AI Assistant initiatives by establishing clear plans, dependencies, and accountability across cross‑functional teams.
  • Creates transparency for the work group by maintaining up‑to‑date project plans, schedules, risks, and status reporting to support informed decision‑making.
  • Enables effective collaboration between product, engineering, data/AI, UX, and business partners by facilitating structured communication and alignment forums.
  • Proactively identifies delivery risks, dependency constraints, and critical path impacts, helping the team address issues early and maintain momentum.
  • Supports continuous improvement of project management practices, tools, and cadence to improve predictability, efficiency, and stakeholder confidence.
  • Develop, maintain, and regularly update integrated project plans that include workstreams, milestones, dependencies, and critical path identification.
  • Track progress against schedules and commitments; identify variances and drive corrective actions in partnership with delivery teams.
  • Lead recurring execution and governance meetings (e.g., standups, status reviews, stakeholder updates), ensuring clear agendas, decisions, and next steps.
  • Coordinate cross‑functional dependencies across multiple teams and time zones to ensure sequencing and handoffs are clearly understood and managed.
  • Identify, document, and manage project risks, issues, and assumptions; develop mitigation and contingency plans as needed.
  • Prepare and deliver concise project status communications, including schedule health, risks/issues, decisions required, and upcoming milestones.
  • Ensure project deliverables meet defined quality standards and are aligned with agreed‑upon scope, timelines, and expectations.
  • Maintain project documentation, action items, and decision logs to support transparency and auditability throughout the project lifecycle.

Benefits

  • 401(k)
  • Dental insurance
  • Vision Insurance
  • Disability insurance
  • Employee assistance program
  • Health insurance
  • Health savings account
  • Life insurance
  • Paid time off
  • Paid Holidays
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