Empowering Schools, Leading with Courage, Inspiring Philanthropy

 

We envision a world where compassion and generosity are the driving forces behind positive change.

Consultation Services 

What We Do

  • Interim & Contract Leadership

    We provide experienced, mission-aligned leadership during times of transition. Whether your organization needs short-term support as an Executive Director, Advancement Director, or Development Lead, we offer stability and momentum while preparing you for what’s next.
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  • Fundraising & Communications Strategy

    We help build or refine your fundraising approach from annual funds and donor communications to case messaging and board engagement. Our work centers on clarity, relationship-building, and long-term sustainability.
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  • Strategic Growth & Culture Building

    From diversifying revenue streams to leading staff workshops, we support organizational growth that aligns with your values and capacity. Using tools like stakeholder research and awareness-based facilitation, we help foster a culture of learning, leadership, and impact.
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BOOK A CONSULTATION

From vision to implementation; strategic support that fits

Principal Consultant, jennifer deathe sitting at computer with colleague standing

Founded by Jennifer Deathe, Generosity Guidance partners with educational nonprofits to strengthen fundraising, navigate leadership transitions, and support strategic growth. With a focus on collaboration, research, and implementation planning, we help build strategies that align with your mission, capacity, and budget so your organization can move forward with confidence and purpose.

 Upcoming Events and Free Resources

Events

Events

Latest Blog Post

Featured
What does the future of fundraising look like in Waldorf schools?
What does the future of fundraising look like in Waldorf schools?

At the recent Association of Waldorf Schools of North America conference, I led a 90-minute workshop with 20 participants from Canada, the US, and Mexico using the Theory U Iceberg Model to explore the current reality of school fundraising. Together we uncovered surface-level challenges, dug into deeper structures and beliefs, and co-created a vision for flourishing, values-aligned fundraising.

What Prickly Thistle’s Anti-Social Media Policy Opens Up: A Creative, Human Alternative
What Prickly Thistle’s Anti-Social Media Policy Opens Up: A Creative, Human Alternative

What if communication could be a safe place—not just a loud one? Inspired by Prickly Thistle’s Anti-Social Media Policy, this post explores creative, values-aligned alternatives to traditional social media, and why now is the time to rethink how we connect.

Are You Using 2.0 Tools for 4.0 Impact?
Are You Using 2.0 Tools for 4.0 Impact?

Otto Scharmer presenting the Theory U model and its inverse pathway during the Presencing Series.
The slide illustrates two responses to disruption: one that opens us to curiosity, compassion, and courage (presencing), and one that leads to denial, blame, and ultimately, self-destruction (absencing). A stark visual reminder that the path we choose begins with how we attend to the world—and each other.