Before You Build Anything: The Community Alignment Assessment
- Kirk Wester-Rivera

- Dec 17, 2025
- 12 min read

Introduction: The $2 Million Mistake I Almost Witnessed
A colleague called me late on a Tuesday evening, her voice carrying equal parts excitement and anxiety. Her organization had just secured a major commitment—$2 million over five years for comprehensive neighborhood revitalization. Foundation officers were enthusiastic. City officials were supportive. The strategy was comprehensive and evidence-based. Everything seemed aligned for success.
"So why do I feel like we're about to drive off a cliff?" she asked.
I asked her to walk me through their community engagement process. As she described it, I could picture the scene: fellowship halls packed beyond capacity, flip charts covering every wall, housing development timelines next to school improvement strategies next to economic development projections. Impressive presentations. Appreciative nods from stakeholders. The energy that comes when significant resources are finally flowing toward a community that's been historically disinvested.
"Tell me about the community meetings," I said. "Who showed up? What did they say?"
"That's the thing," she replied. "We had great attendance. People seemed engaged. But now that I think about it, mostly they were quiet. We presented, they listened, they didn't object. I took that as agreement."
Then she told me about what happened at their most recent gathering. An elderly resident—someone who hadn't attended any of the planning meetings—stood up with a simple question: "This all sounds wonderful, but who asked us what we wanted? Who's really leading this?"
The silence that followed wasn't uncomfortable, my colleague said. It was revelatory. In that moment, she realized they'd spent six months developing a brilliant strategy for a community that had never actually agreed it was the strategy they wanted. They had mistaken attendance for alignment. They had confused silence for consent. They had assumed that because they were well-intentioned and well-funded, they were ready to begin.
"We almost launched," she said. "We were two weeks from hiring staff. What would have happened if she hadn't spoken up?"
I knew exactly what would have happened, because I'd seen it happen dozens of times across my nearly three decades in this work—first as a neighbor and organizer, then as a nonprofit executive, and now as a consultant to communities nationwide. That $2 million would have been deployed. Programs would have launched. Activity would have been reported. And within 18-24 months, the initiative would have quietly stalled, becoming another entry in the long list of well-intentioned efforts that promised transformation but delivered disappointment.
Not because the strategy was wrong—many elements were exactly what the neighborhood needed. But because they were about to implement that strategy in a community that wasn't actually ready for it.
That question from one resident saved them from making a catastrophic mistake. It forced them to step back and ask a more fundamental question that should have come first: Is this community actually aligned for the kind of transformation work we're proposing?
Here's what I've learned: the most expensive mistake you can make isn't choosing the wrong strategy. It's implementing the right strategy in a community that isn't ready for it.
Before you secure that major grant. Before you break ground on that mixed-income housing development. Before you hire staff and launch programs. Before any of that, there's a more fundamental question that determines whether your investment will catalyze lasting change or become another failed initiative that deepens community cynicism: Is this community actually aligned for transformation?
Community readiness isn't about having perfect conditions or unlimited resources—those never exist. It's about honest assessment of five critical alignment factors that determine whether your work will take root and flourish or wither despite your best intentions. Getting this assessment wrong doesn't just waste money. It wastes something far more precious: community trust and the belief that change is actually possible.
Why Most Community Development Initiatives Fail Before They Start
I remember sitting in a conference room reviewing the outcomes of a national scan of comprehensive community initiatives. The foundation program officer kept returning to one slide in the presentation. It showed that of the 47 place-based initiatives they'd funded over the previous decade, only 12 were still operating. Of those 12, only 4 showed measurable progress toward their stated goals.
"We keep funding the same approach in different places," she said, more to herself than to me. "Same strategy, same intensity, same budget. Why does it work in some neighborhoods and completely fall apart in others?"
The answer, I've come to believe, has little to do with the strategy itself and everything to do with a fundamental misalignment that no one wanted to acknowledge at the beginning.
The "Build It and They Will Come" Fallacy
There's a seductive logic that dominates community development: If we just create the right programs, build the right housing, generate the right opportunities, communities will transform. It's a logic borrowed from the commercial sector—create a superior product and customers will come. Build the amenity and residents will benefit.
But communities aren't markets, and transformation isn't a commodity you can deliver.
A client once recounted their experience with this dynamic. They'd secured funding for a state-of-the-art community center with workforce development programs, early childhood education, health services—everything research said a community needed. They hired talented staff. They designed evidence-based curricula. They created beautiful spaces.
And for the first six months, the building sat largely empty.
Not because the programs weren't needed—every indicator suggested they were desperately needed. Not because people didn't know about them—they'd done extensive outreach. The programs sat empty because the organization had failed to understand something more fundamental: the community didn't trust them yet. Previous organizations had come with similar promises and left when the funding ran out. They were asking people to believe in something they'd learned not to believe in.
They had treated the symptoms—lack of services, lack of programs, lack of spaces—rather than addressing the underlying conditions that determine whether any intervention can succeed. They had built something for the community before they'd built anything with the community.
The seductive part of "build it and they will come" thinking is that it's much easier to construct programs than to cultivate readiness. Programs have budgets and timelines and deliverables. Readiness is messier, harder to measure, more difficult to fund. So we skip over it, telling ourselves we'll "build trust along the way" or "engage the community as we go."
But trust and engagement aren't amenities you add to a program. They're the soil that determines whether anything you plant will grow.
The Readiness Gap
In my work with communities across the country, I've started thinking about transformation through the lens of what I call the "readiness gap"—the space between where a community currently is and where it needs to be for transformation work to actually succeed.
Think of it like the difference between soil preparation and planting. You can have the best seeds, the most advanced agricultural techniques, optimal weather conditions. But if the soil isn't prepared—if it lacks nutrients, if the pH is wrong, if it's compacted and can't absorb water—nothing will grow no matter how perfect everything else is.
The readiness gap manifests in predictable ways once you know to look for them:
I've sat in meetings where three different people all claimed to speak for "the community," and it was clear they represented competing factions with fundamentally different visions. That's a leadership vacuum masquerading as leadership abundance.
I've watched initiatives stall because historical trauma—an urban renewal project that destroyed the neighborhood's commercial corridor thirty years ago, a school closure that felt like abandonment, a series of promises made and broken by outside organizations—created such deep distrust that no new effort could gain traction. That's unprocessed history determining present-day possibility.
I've seen communities where any suggestion of change triggered fierce resistance, not because people were opposed to improvement but because previous "improvements" had displaced them. That's learned helplessness that looks like stubbornness.
I've encountered neighborhoods where no one could name a single successful collective effort from the past decade. That's lack of social capital that no amount of programming can compensate for.
The readiness gap isn't anyone's fault. It's usually the predictable outcome of decades of disinvestment, broken promises, and well-intentioned but poorly executed interventions. But fault doesn't matter when you're trying to determine whether to move forward. What matters is honest assessment of the gap's size and strategic decisions about how to address it.
The Five Readiness Factors: A Framework for Honest Assessment
Community readiness rests on five interconnected factors. Strength in some areas can partially compensate for weakness in others, but significant gaps in multiple areas signal the need for pre-development work before launching comprehensive initiatives.
Factor 1: Indigenous Leadership Capacity
The most critical readiness factor is the presence of trusted, credible leaders who reflect and are accountable to the community. Not just the "usual suspects" at every meeting, but diverse leadership across generations, cultures, and sectors. Leaders with both grassroots legitimacy and the ability to navigate external systems.
In one neighborhood where I consulted, the organization identified what they thought was strong leadership—five individuals who showed up to every community meeting, spoke articulately about neighborhood needs, and had established relationships with city officials. But when we conducted deeper listening across the community, we discovered these five individuals had limited followership. The real influencers—the grandmother everyone went to for advice, the pastor whose congregation trusted his judgment, the small business owner who employed dozens of residents—rarely attended formal meetings but held tremendous informal authority.
True indigenous leadership capacity means residents can facilitate difficult conversations without fracturing relationships. It means leaders have sophistication to engage with complex systems while maintaining their rootedness in community. It means there's a pathway for emerging leaders to develop capacity and voice, not just a few individuals who've held the same positions for decades.
Warning signs include visible tensions between potential leaders, leadership dominated by people who don't live in the neighborhood, or no clear process for identifying and developing new leaders. If these exist, the solution isn't to launch your initiative anyway—it's to invest first in leadership development infrastructure that creates pathways for residents to build capacity.
Factor 2: Relational Trust and Social Capital
The second factor is the web of relationships and mutual obligation that allows collective action. This includes trust between residents, between residents and institutions, and between institutions themselves. History either enables or prevents collaboration.
I spoke with one community that had experienced three failed revitalization attempts over two decades. Each time, an outside organization had arrived with funding and promises, launched programs, and departed when the money ran out. By the time the new community organization arrived, the default community response to any new initiative was "we've seen this before." That history of betrayal had created a trust deficit so deep that even the most authentic engagement struggled to overcome it.
Trust can't be engineered quickly. It's built through consistent action over time, through transparency about intentions and limitations, through following through on commitments—especially small ones. When I see communities where different stakeholder groups refuse to collaborate or actively undermine each other, where there's high resident transience with few long-term stable neighbors, where people can't have honest conversations about race, class, or power, I know the readiness gap is significant.
The response isn't to pretend the distrust doesn't exist. It's to slow down and invest 6-12 months in relationship building before any programmatic work. Create low-stakes opportunities for collaboration and trust-building. Address historical wounds explicitly rather than pretending they don't exist.
Factor 3: Collective Willingness to Change
The third factor is the community's openness to new possibilities and different approaches. This isn't about willingness to accept whatever outsiders propose—it's about readiness to move beyond comfortable patterns, even when those patterns are ineffective.
I once worked with a neighborhood that had organized for years around opposition—fighting displacement, resisting unwanted development, blocking policies that would harm residents. That oppositional stance had been necessary and effective at preventing harm. But when the opportunity came to proactively shape the neighborhood's future, the community struggled to shift from resistance to vision-building. The very skills that had protected them now made it difficult to embrace possibility.
Collective willingness to change means believing that change is actually possible, not just necessary. It means tolerance for the disruption that transformation inevitably brings. It means openness to approaches that might fail, because learning requires experimentation.
When communities demonstrate risk-aversion so strong that innovation is impossible, when they're waiting for the "perfect" solution rather than learning through iteration, when they can't move past old grievances, these are signs to work first on building a compelling vision that makes change desirable. Create pilot projects that demonstrate possibility without requiring wholesale transformation. Celebrate small wins to build collective efficacy.
Factor 4: Access to Aligned Resources
The fourth factor is realistic assessment of available resources—not just funding availability, but resources that match actual readiness and needs. This includes flexible, patient capital that allows for capacity building, and technical expertise that respects local knowledge rather than replacing it.
I've seen too many communities secure significant funding that came with strings so restrictive it strangled the work. One neighborhood received a major grant that required specific program outputs within 18 months—before they'd had time to build the trust and leadership infrastructure necessary to deliver those programs effectively. The funder's timeline and the community's reality were fundamentally misaligned.
Access to aligned resources means funders who understand and support long-term, comprehensive work. It means technical expertise available when needed. It means anchor institutions—hospitals, universities, large employers—willing to commit and coordinate. Most importantly, it means the community can access resources without compromising self-determination.
When only short-term, restricted funding is available, when funders demand quick wins on unrealistic timelines, when there's mismatch between available resources and actual transformation costs, the honest response is to delay comprehensive work until funding that matches actual needs is secured, or to start smaller and build proof of concept.
Factor 5: External Support and Partnership Ecosystem
The fifth factor is the network of aligned external partners who understand their role as support, not savior. This includes government systems that enable rather than obstruct, peer communities for mutual learning, and recognition by external systems that this community is a priority.
In one community, we discovered that five different organizations were providing youth services—mentoring, job skills, after-school programs—but no one knew what the others were doing. Kids were being double-counted in reports and under-served in practice. There was activity but no alignment, resources but no coordination.
Strong external support means partners who can walk into a community space and be greeted by name, who can call a city official and get an immediate meeting, who genuinely understand community self-determination. It means government treats the community as partner in solutions rather than problem to be managed. It means connection to broader learning networks and partners with staying power.
When external partners operate in silos with no coordination, when they impose their own agendas rather than supporting community vision, when support is project-based and short-term rather than relational and sustained, the solution is to build partnership infrastructure before launching major initiatives. Establish clear agreements about roles, decision-making, and community accountability.
When You're Not Ready: Strategic Alternatives to Full-Scale Transformation
Discovering you're not ready doesn't mean accepting continued decline. It means different action focused on building conditions for eventual transformation.
My colleague's organization—the one that almost launched prematurely—made a remarkable decision. They went back to their funder and asked to restructure the grant. Instead of $2 million over five years starting immediately, they requested $400,000 over two years for pre-development work focused on three areas: leadership development, trust-building, and shared vision creation.
The funder was skeptical but agreed. Those two years looked very different from typical community development work. No ribbon cuttings. No new programs launched. Instead: monthly leadership cohorts for emerging resident leaders. Small collaborative projects that built trust—a community garden, a neighborhood cleanup, a summer concert series—that demonstrated people could work together successfully. Facilitated conversations about what residents actually wanted their neighborhood to become.
By the end of two years, the conditions had shifted fundamentally. A core group of 25 resident leaders had developed capacity and voice. Different stakeholder groups that had been wary of each other had built working relationships through small successes. The community had developed a shared vision that reflected their priorities, not an outside organization's assumptions.
When the comprehensive initiative finally launched in year three, it had a foundation that made success possible. The "delay" wasn't delay—it was the wisest investment they made.
This approach isn't unique to that situation. Pre-development investment strategies can take many forms depending on which readiness factors need strengthening. Leadership development focus: establish resident training programs, create paid opportunities for residents to build skills and practice leadership, connect emerging leaders with peer learning networks. Trust-building focus: small-scale collaborative projects, forums for authentic dialogue, healing processes where historical trauma needs addressing. Vision development focus: participatory planning that doesn't require immediate implementation, community education about what's possible, pilot projects that build collective efficacy.
The key is matching your pre-development strategy to your specific readiness gaps and being honest with funders about why this foundation-building work isn't second-tier—it's often the most important investment possible.
Conclusion: Assessment as an Act of Respect
After nearly three decades in this work, I've come to see readiness assessment as fundamentally an act of respect. It says: "Your community's transformation is too important to rush. Your capacity matters more than our timeline. Your ownership of this process matters more than our need to deploy resources quickly."
Communities have been subjected to too many initiatives that treated them as laboratories for others' theories or vehicles for organizations' growth. Honest assessment—and the courage to act on what it reveals—is how we break that pattern.
The five readiness factors provide a framework for honest diagnosis: indigenous leadership capacity, relational trust and social capital, collective willingness to change, access to aligned resources, and external support systems. Strength in some areas can compensate for weakness in others, but significant deficits in multiple areas create conditions where transformation becomes nearly impossible, regardless of strategy quality or funding levels.
Assessment isn't a one-time checklist—it's an ongoing process of diagnosis that builds the very capacity you're measuring. The assessment process itself, done well, creates forums for authentic voice, builds relationships across divides, identifies and develops emerging leaders, and begins the work of shared vision creation.
Sometimes the most impactful answer we can give is "not yet." Not because we lack commitment or resources, but because we respect the community enough to build the foundation transformation requires. Pre-development investment—in leadership, in trust, in vision, in aligned partnerships—isn't avoiding the real work. It is the real work.
Before you launch your next initiative, before you promise transformation, before you secure funding—pause. Ask the harder questions. Conduct the real assessment. Have the honest conversations. You might discover you're not ready. You might need to delay. You might need to build foundation first.
That's not failure. That's wisdom. And it might be the most important investment your community ever makes.
What would you discover if you conducted an honest alignment assessment of your community today? Which of the five readiness factors are your strengths? Which are your gaps? Do you have the courage to say "not yet" if that's what the assessment reveals? And what pre-development investments might transform your eventual impact?
The communities that achieve lasting transformation aren't the ones that moved fastest. They're the ones that had the courage to move at the speed of readiness rather than the speed of funding cycles.



