Case Study: Raising the Bar – A Strategic Roadmap for IT and PMO Maturity

Background

A leading global provider of business education content and learning solutions engaged Osprey Software to assess and elevate the maturity of its internal Enterprise IT and IT Project Management Office (PMO) operations. The organization recognized that to continue delivering exceptional value externally, it needed sharper, more mature internal processes – and a clear path forward.

Challenge

Despite its market leadership, the organization lacked a full understanding of how its IT and PMO practices compared to industry benchmarks. Specifically, they needed:

• A comprehensive maturity assessment of both Information Technology Infrastructure Library (ITIL) and PMO frameworks
• A practical, prioritized roadmap to move from current-state to target-state maturity
• Actionable recommendations aligned to their business goals

Complicating the effort was the logistical challenge of coordinating with numerous stakeholders – many of whom were senior leaders with limited availability.

Solutions

Osprey Software launched a structured initiative to uncover key insights and deliver a roadmap for measurable improvement:

• Developed and deployed targeted interview questions for both IT and PMO focus areas
• Conducted interviews with over 25 stakeholders
• Used recognized ITIL and PMO Maturity Assessment templates to quantify results
• Provided benchmarking analysis for ITIL against a variety of different businesses of different shapes and sizes
• Created a three-year roadmap, broken into three strategic phases, complete with clear recommendations to guide their journey toward higher maturity

The result was not just an assessment – but a blueprint for long-term transformation and one that was “Board-ready.”

Results

The organization received a robust, data-driven maturity analysis and a phased implementation strategy. Key deliverables included:

• Baseline maturity scores across core functions
• Specific, actionable steps for each phase of maturity advancement
• A timeline-based roadmap aligned to operational goals and business priorities

This was all accomplished within an 8-week window from project inception to final hand-off. Armed with this guidance, the organization was well-positioned to strengthen its internal capabilities and deliver even greater value to its stakeholders. In addition, project time was used to jumpstart some of the foundational work around tool selection to help implement both ITIL and PMO best practices.

Client Feedback

“Thank you everyone for all your hard work on this project…It was an impressive amount of work under a tight timeline.”
– Vice President of IT, CISO

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