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Cultivate Strategy specializes in adaptive strategy, story-based engagement, and complex facilitation.


We guide nonprofit and local government clients who recognize the need to shift their workplace cultures to face complex, unpredictable circumstances.


Our Mission
sustain what works
nurture good patterns
stimulate growth
intervene with integrity


Cultivate inspiration and energy with dynamic training and leadership coaching. We offer courses in collaborative methods & adaptive leadership and coaching support for perceptive leaders who yearn for new leadership models in an uncertain world.

Move in the right direction without leaving anyone out. We specialize in collaborative planning that builds our clients' adaptive leadership capacity, leaving them with context-sensitive decisions that are clear, strategic, and even experimental, as needed.

Harness the power of your networks and the stories that shape them. We provide inclusive assessment and organizational development services tailored to your context. That means effective process design, creative event hosting, and meaningful communications.

Host conversations that are real and worth people's time. We model ways to create healthy, meaningful connection and generate actions that make a difference. Experience how productive meetings can be.

What Clients Say


The Learning Collaborative meeting you led was incredibly helpful. It has helped us to reinforce the technical assistance we provide by reminding the group that our support is geared toward the directions [project sites] set themselves.

Sarah Salomon

Project Lead,
Foundation for Healthy


This was our moment of clarity. ...It will help our organization move past the unspoken obstacles that have hindered our progress.

We came into the meeting with heavy tensions and left with clear, executable action steps. Bravo!

Board Development Participants

Neighborhoods Organizing for Change


Sherry knows the complexities of my community and the many layers of things I'm navigating. Our work focuses me; it's somehow both streamlining and expansive all at the same time.


And the journals are such a helpful supplement between our coaching calls …clearly adapted for my context.

Sarah Casey

Pastor, Tibbetts UMC



Cultivate Strategy went well beyond the numbers, the metrics... They told a number of stories.


It just gave me such pride and confidence in the people we have working for us.


I think we got some great feedback on how to engage our staff in terms of what their needs are.

Jane Prince

Council Member, City of Saint Paul


The theme of “belonging” was discussed in many different ways, and the carefully designed workshop format provided opportunities for all who were present to engage in serious reflection and sharing of opinions about that theme.

Tim Callahan

Provost, Bastyr University


“How do we cultivate the muscle of radical imagination needed to dream together beyond fear?”

- adrienne maree brown
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