In many states, local governments are expected—sometimes legally required—to produce long-term strategic plans. When leaders ask how to refresh their vision, the default response is often to publish a new strategic plan every five years or release something ambitious like a “2040 Master Plan.”
Those documents are usually thoughtful and well-intentioned. But to many constituents—and even staff—they can feel overwhelming.
Stakeholders assembling these plans are asked to imagine what a “good” future looks like for their community. The result is often a set of goals that sound appealing but are broad and difficult to translate into clear action.
The issue usually stems from the lack of short-term structure, which becomes a barrier for turning strategy into action.
Without that structure, plans struggle to become living documents.
How short-term goals make Your strategic plan usable
Crafting intentional objectives within a long-term vision isn’t taking a shortcut on strategic planning, it’s building a pathway to measurable progress.
If I show you a mountain and say we’re going to climb it in three months, you’d doubt me. But if I show you progress benchmarks along the way, you can understand what progress looks like, evaluate the journey accordingly, and make informed decisions about how to adjust when needed.
A long-term strategic plan should absolutely be built with short-term structure in mind. It’s one of the most effective ways to keep internal teams and external stakeholders on the same page while pursuing a shared vision.
At Herringbone, we map our own strategy using an Objectives and Key Results (OKR) framework. We set quarterly objectives—specifically, what we aim to create, change, or improve. Each objective includes measurable key results that indicate whether progress is being made.
Those OKRs stack. Quarterly progress feeds annual goals, which ultimately advance the long-term strategy.
Municipal government can take many routes to achieving a common goal of “providing a safe, prosperous community.” The difference between a plan that sits on a shelf and one that guides decisions often comes down to disciplined goal-setting.
Move past the platitudes and define goals that you can reach through monthly, quarterly, or annual benchmarks. What objectives can be done that lay the groundwork to complete the next set, and the next set?
Strategic plans fail when they describe the future but don’t structure the journey. Short-term objectives create visible momentum toward a long-term vision.

