Senior IT Project & Program Manager- AI Initiatives

🌍 Remote, USA 🎯 Full-time 🕐 Posted Recently

Job Description

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!

JOB 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.

EDUCATION & EXPERIENCE REQUIRED:

· Bachelors/ Master’s degree with 5+ years’ experience

· PMO certification or Agile Certification is nice to have

REQUIRED SKILLS:

· 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.

SOFT SKILLS:

· Heavy attention to detail

· Organizational skills

· Excellent communication skills

· 401(k)

· Dental insurance

· Vision Insurance

· Disability insurance

· Employee assistance program

· Health insurance

· Health savings account