5-Year IT Strategic Roadmap Example: How to Make a Winning Business Case for IT Investment

This Five (5) Year IT Strategic Roadmap Example is a practical guide for CIOs and IT leaders seeking to secure funding and leadership support. Built on five essentials—funding, governance, process discipline, security resilience, and leadership alignment—it provides a sequenced roadmap to transform underfunded IT into a resilient, service-driven function that delivers measurable value.
5-Year IT Strategic Roadmap Example


This 5-year IT strategic roadmap example is a practical planning document designed to help senior IT leaders demonstrate why technology investment matters, and how to secure leadership support for it. It provides a sequenced, real-world roadmap that shows what to prioritize, how to structure funding requests, and the outcomes that matter most to stakeholders.

What makes this example unique is its focus on the five essentials CIOs consistently identify as critical for success: adequate funding, strong governance, process discipline, security resilience, and leadership alignment. These pillars are presented not as theory but as a tested framework that turns an underfunded, risk-exposed IT function into one capable of delivering tangible value.

For CIOs, the value lies in the ability to adapt this roadmap as a template for your own context—whether you need to strengthen your case for budget, build resilience into your IT operating model, or align leadership around shared priorities. The roadmap demonstrates how to move from business case to business value through a structured and disciplined approach.

This example draws on recognized industry benchmarks and good practices in IT governance, security, and service management, ensuring credibility and relevance for leaders in both industry and the public sector. It distills complex planning into clear actions, making it a resource worth your attention when preparing your own strategy and investment case.

This 5-Year IT Strategic Roadmap Example will help you…

This roadmap distills complex planning into practical steps you can adapt directly to your own IT agenda. Each component is designed to help you create deliverables or make decisions that strengthen your case for investment and demonstrate business value.

  • Build a credible business case: Use the funding benchmarks and structured roadmap to show leadership why current IT investment is insufficient and what level of funding is needed to deliver essential services.
  • Set governance in motion: Apply the example’s IT Steering Committee model and prioritization process to create a clear decision-making structure for technology projects and investments.
  • Strengthen risk posture: Translate the security assessment methods into a deliverable risk profile that highlights vulnerabilities and outlines prioritized mitigation actions.
  • Align process with outcomes: Leverage the roadmap’s process discipline guidance to make decisions about standardizing practices, which results in smoother project execution and measurable improvements.
  • Demonstrate leadership alignment: Draw on the roadmap’s “fractional CIO” and leadership models to frame IT not as a cost center but as a strategic partner to the business.

By working through these elements, you gain not just a planning example but a template to justify investment, build organizational confidence in IT, and deliver outcomes that improve security, resilience, and service quality.

This 5-Year IT Strategic Roadmap Example is positioned as a practical, evidence-based tool for CIOs and senior IT leaders who need to secure funding, strengthen governance, and align leadership. It provides a tested structure built on five CIO essentials—funding, governance, process discipline, security resilience, and leadership alignment—that can be adapted to demonstrate business value and guide investment decisions in any organization.

Get the Roadmap: A Practical Template for CIOs to Win Support and Funding for Your IT Agenda!


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Our Practicality Check

We ran this roadmap example through our 6-D Practical CIO Actions Framework to see how usable it is in real-world settings:

  • Demystify (★★★★★) – It translates the often vague idea of “an IT roadmap” into a simple, 5-year example with clear pillars. You can see exactly what “good” looks like.
  • Diagnose (★★★★☆) – It benchmarks funding, security, and governance maturity against industry standards, giving you a starting point to measure gaps.
  • Decide (★★★★☆) – It provides prioritization models and governance structures that make tough trade-offs easier to explain and justify.
  • Deliver (★★★★★) – It includes a sequenced roadmap, recommended actions, and a work plan you can adapt directly into artifacts for your own organization.
  • Develop (★★★★☆) – It outlines ways to improve processes like backup, security, and governance, though some tailoring will be needed to fit your environment.
  • Drive (★★★☆☆) – It suggests leadership alignment and a steering committee, but keeping momentum will still depend on how you engage your own executives.

What You’ll Be Able to Create

This roadmap example gives you a proven framework and practical structure to build a defensible IT strategy and funding case—complete with:

  • A 5-Year Roadmap – A sequenced, milestone-based plan that shows what gets done first, what follows, and why.
  • Funding Benchmark Case – Data-backed comparisons (e.g., % of operating budget) you can use to justify why current IT spend is insufficient.
  • Governance Model – A practical steering committee and prioritization process to centralize decisions and align projects with business goals.
  • Security and Risk Profile – An assessment framework using CIS Controls that helps you highlight vulnerabilities and propose mitigation steps.
  • Business-Value Storyline – Language and examples that link IT investment directly to outcomes leaders care about: better service, stronger security, and organizational resilience.

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