Large transformation programs often run on dozens of workstreams—each with its own team, timeline, and tools. On their own, they may run efficiently. Together, they can create confusion without an integrated roadmap. Leaders lose visibility, dependencies slip through the cracks, and strategy drifts off course.
Effective program management ensures workstreams align and progress is transparent. At Andrew Reise, we turn workstream activity into clear, enterprise-level roadmaps. These roadmaps track progress, highlight key deliverables, and demonstrate the program’s business impact.
In this blog post, we’ll show how program management teams can turn detailed workstream plans into an enterprise-level roadmap using visual tools, integrated planning, and proven dependency management techniques.
Every strong roadmap starts at the source: the workstream. Whether a team is following agile, waterfall, or a hybrid model, it needs a plan that defines:
We help workstream owners create integrated plans. For example, during a recent technology transformation for a logistics client, the shipping, inventory, and customer support teams each had their own timelines. By helping each team define not only what they were doing but why it mattered to the broader initiative, we laid the foundation for an aligned roadmap.
Each sprint or milestone should answer:
This clarity helps workstreams stay accountable to program-wide expectations.
Once sprint-level plans are defined, the next step is to roll them up into a consolidated roadmap—a visual, milestone-driven representation of how workstreams come together over time.
A well-structured roadmap includes:
At Andrew Reise, we typically layer roadmaps into multiple views:
During a prior enterprise software rollout, our consolidated roadmap revealed a misalignment between infrastructure upgrades and application deployment. Because the roadmap made dependencies visual, the PMO was able to intervene early and prevent a three-week delay.
You don’t need to wait until executive meetings to share roadmaps. By adopting visual management practices, you can make progress, risks, and changes visible every day.
One of our most effective techniques is a "Walk the Wall" board—a physical or digital visual map of all workstreams and program milestones. These boards are reviewed in regular cadence meetings where teams:
Originally piloted with a large financial services client, this technique improved cross-team collaboration and resolved issues in real time. It helped transform a reactive PMO into a proactive problem-solving engine.
Other tools we use include:
The format matters less than the purpose: transparency, alignment, and action.
No roadmap functions without managing dependencies—the hidden linkages that can make or break a program. They include:
We help PMOs implement dependency maps that identify:
During one enterprise customer experience (CX) program, we uncovered 37 undocumented dependencies between data integration, marketing automation, and field support. By mapping them to the roadmap and assigning clear owners, we avoided cascading delays and kept the rollout on track.
Executives don’t need every sprint—they rely on program management to show the overall trajectory. A good roadmap answers the following for senior leadership:
We translate workstream details into a narrative roadmap, often presented in a one-page format that includes:
This helps sponsors focus on the right conversations at the right time.
Enterprise-level roadmaps emerge by rolling up sprint outputs into visual timelines, aligning interdependencies, and regularly reviewing them.
A past retail client tasked us with supporting the implementation of a new customer loyalty platform spanning digital, in-store, and call center channels. The program included more than 25 workstreams, four external vendors, and multiple business units.
Here’s how we built the roadmap:
The result was a fully aligned program, an on-time rollout, and early adoption success across all customer channels. The roadmap wasn’t just a plan—it was a strategic enabler.
A roadmap is not a one-time plan—it’s an ongoing guide that keeps programs aligned and moving forward. Done well, it turns disconnected sprints into a unified journey. It gives executives clarity, teams direction, and program management teams a framework to deliver value.
Your roadmap should:
If your program feels siloed or lacks executive visibility, we can help. Partner with Andrew Reise to build a program management roadmap that delivers long-term business impact.