Sr. Project Manager-Microsoft Services Consulting

Cyclotron, Inc.•Chicago, IL

3d•$120,000 - $150,000•Remote

About The Position

Cyclotron is seeking a senior-level Project Manager with a strong background in IT services consulting to join our Engagement Management Office (EMO). This role blends traditional project delivery rigor with a high degree of engagement and relationship management. The ideal candidate is a trusted client partner who can lead complex Microsoft-focused initiatives end-to-end, translate business needs into executable plans, and proactively manage stakeholders, risks, and outcomes. This role emphasizes ownership of the overall engagement, not just schedules and tasks. Ensuring projects deliver measurable value, strong client experiences, and long-term partnership success.

Requirements

8+ years of experience in strategic consulting and project management within an enterprise client-facing role.
Proven track record managing complex projects involving multiple stakeholders, cross-functional teams, and executive audiences.
Strong understanding of the Software Development Lifecycle (SDLC) and modern project delivery methodologies (Agile, Hybrid, Waterfall).
Solid technical foundation, including experience with Microsoft technologies and cloud-based solutions.
Experience managing project financials, including budgets, forecasting, and milestone-based funding.
Demonstrated strength in client engagement management, including expectation setting, executive communication, risk mitigation, and issue resolution.
Excellent verbal and written communication skills with audiences at all organizational levels.
Ability to translate complex technical and business concepts into clear, actionable plans and insights.
Confident decision-maker with strong analytical and problem-solving skills.
Highly organized, detail-oriented, and capable of managing multiple concurrent engagements.
Collaborative leadership style with strong interpersonal and conflict-resolution skills.

Nice To Haves

Proficiency with Microsoft Office tools and Microsoft Project.
Bachelor’s degree preferred.
PMP, PRINCE2, Agile certification, or equivalent project management education preferred.
Prior experience delivering Microsoft Cloud projects or working with Microsoft funding programs is a plus.

Responsibilities

Serve as the primary point of accountability and escalation for client engagements, owning the overall success of the relationship.
Build and maintain strong, trusted relationships with client stakeholders, delivery teams, and senior executives.
Act as a trusted advisor to the client, providing guidance throughout the project lifecycle—not just execution updates.
Demonstrate a deep understanding of the client’s business context, objectives, and “why” behind the project.
Drive business development by identifying upsell and cross-sell opportunities within existing accounts.
Plan, initiate, and manage complex Microsoft-centric projects from initiation through closure.
Develop and maintain detailed project plans covering scope, milestones, resources, budget, and dependencies.
Lead and coordinate cross-functional delivery teams to meet contractual commitments around scope, schedule, and budget.
Serve as the liaison between business and technical teams, ensuring clarity of requirements and alignment on delivery.
Maintain a complete and current understanding of project scope and proactively manage change.
Identify, assess, and proactively mitigate risks and issues throughout the lifecycle of the engagement.
Monitor progress against plans, standards, and cost targets; adjust approach as needed to drive successful outcomes.
Ensure deliverables meet quality expectations through review, validation, and continuous improvement.
Understand project funding milestones and contractual requirements; track progress and support billing and proof-of-execution activities.
Partner with resourcing and delivery teams to validate capacity, monitor actuals, and ensure alignment with contract assumptions.
Apply sound project management methodology and judgment to lead teams, resolve conflicts, and remove blockers.
Mentor delivery team members and, where appropriate, client stakeholders.
Evaluate project outcomes against defined objectives and KPIs.
Conduct post-project reviews to capture lessons learned and identify process improvement opportunities.
Contribute as a thought leader within the EMO, bringing a growth mindset and continuous improvement focus.