CHERI JAMISON
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You don't have to figure it all out alone.

Sometimes you know something needs to change, but you're not quite sure what the right move is.

Sometimes you know exactly what needs to happen, but there isn't enough time, capacity, or perspective to make it happen.

And sometimes you're simply carrying too much to be the only person thinking through it.

That's where I come in.

I work with nonprofit executive directors and creative-sector leaders as a strategic consultant, thought partner, and trusted advisor. I bring an outside perspective, ask the questions that move things forward, and help turn complex challenges into practical action.

You don't have to arrive with a perfectly defined project or even know exactly what kind of help you need.

We can figure that out together.

Ways we can work together

Strategic Consulting
For organizations facing a significant challenge, opportunity, or transition.
I help you step back, see the bigger picture, determine what matters most, and develop a practical path forward.

This might include:
  • Organizational and strategic planning
  • Organizational restructuring and role clarity
  • Operational systems and process improvement
  • New initiatives and program development
  • Business models, budgets, and sustainability strategy
  • Market and community research
  • Fundraising and revenue strategy
  • Organizational change and implementation

The goal isn't to create another plan that sits on a shelf. It's to help you make better decisions and put them into motion.


Executive Advising & Coaching
Leadership can be isolating, especially when you're the person everyone else looks to for answers.

I work with nonprofit and creative-sector leaders who want a thoughtful, experienced partner to help them navigate decisions, challenges, and opportunities.

Our work might focus on:
  • Thinking through a difficult decision
  • Navigating organizational change
  • Managing competing priorities
  • Working through a leadership or team challenge
  • Preparing for a consequential conversation
  • Getting unstuck on a project or problem
  • Building your confidence and effectiveness as a leader

Sometimes you need advice. Sometimes you need someone to ask the right question. Sometimes you just need a place to think out loud with someone who understands the environment you're operating in.

I can be that person.


Strategy, Facilitation & Ecosystem Work
Some challenges extend beyond a single organization.

I also work with organizations, funders, public agencies, and creative-sector partners on projects that require collaboration, research, facilitation, and a broader view of the ecosystem.

This can include:
  • Stakeholder engagement and facilitated conversations
  • Community and ecosystem research
  • Creative economy strategy
  • Cross-sector partnerships
  • Cultural and economic development initiatives
  • Strategic retreats and planning sessions
  • Research, listening tours, and community engagement
  • Policy and advocacy strategy

I especially enjoy work that brings people together around a shared challenge and helps turn diverse perspectives into meaningful action.

What working with me is like

You don't need to have everything figured out before you reach out.

I bring structure without making things unnecessarily complicated. I'll listen carefully, ask direct questions, help you identify what really matters, and tell you what I see.

And while I love strategy, I'm not interested in strategy for strategy's sake.

I care about what happens next.

My clients often come to me when something feels complicated, stuck, or bigger than they can reasonably tackle alone. My job is to help make it clearer, more manageable, and more possible.

Engagements can be structured around a defined project, a period of organizational work, or ongoing advisory support.

We'll determine the right approach based on what you actually need once we talk.

Selected Accomplishments

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FUNDRAISING

  • Drove $1.5M in annual revenue, including $125K in new grants, achieving a six-figure operating surplus amid challenging arts funding conditions.
  • Supporting nonprofit ED with fundraising materials and organizational health assessments to improve funder readiness.
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SYSTEMS & MANAGEMENT

  • Led operations overhaul that doubled sales contracts in one year while saving $100,000 in outside costs.
  • Guided board and staff through organizational transformation, professionalizing operations, strengthening internal controls, and cultivating collaborative leadership culture.
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ECOSYSTEM DEVELOPMENT

  • Advocated for and advised the City of Vancouver, WA on equity-centered Cultural Access Funding policy design, grant-making strategy, and program implementation.
  • Now expanding local fiscal sponsor program, so creatives can access those public funds.

What my clients say

“Cheri has brought to our team, artists and presenting partners immeasurable support, creativity, patience, wisdom, passion, hard work, and kindness.”
— Julia Torgovitskaya Levitan, CEO and Founder, Cadenza Artists

“When she was hired to oversee the Oregon Music Census, she quickly figured out what was needed, took solid action... It was great to know I could hand things off to Cheri and trust it would be done well.”
— Missi Hasting, former Operations Manager, MusicPortland

“Cheri was an indispensable partner in creating a strategic framework for an organizational restructure... Her professionalism and skills are unparalleled, and her grace under pressure made her a true joy to work with.”
— Jenny Kelliker, Senior Manager, Internal Operations, DEKRA North America

“Your workshop, Reframing Contracts as a Relationship-Building Tool, was highly rated by participants at 4.9 out of 5.”
— Sam Calhoun, Executive Director, Arts Northwest

Let's Figure It Out Together

You don't need a fully formed scope of work to start a conversation.

Tell me what's going on, what you're trying to accomplish, or what's currently feeling difficult.

We'll talk through it and see whether working together makes sense.

Free 40-minute discovery call. No pressure, no obligation. Just a conversation about what's possible.

Let's Talk
CHERI JAMISON
Strategic consulting and thought partnership for nonprofit executive directors and creative-sector leaders.

Let's Talk
[email protected]

Portland, Oregon Metro / Southwest Washington

Working with clients regionally and remotely
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Photography: Ben Reed Studios & Paul Emerson. 
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