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Collaboration that Works: Start Here Phase 1
Collaboration isn’t one conversation. It’s a process. When organizations come together to explore shared work—whether that’s aligning programs, launching a collective initiative, or considering a full-blown merger—too often they rush to solutions before understanding the terrain. That’s why I developed the Collaborative Action Model—a five-phase framework to help mission-driven leaders navigate complex collaborations with intention, clarity, and momentum. Over the next five n

Debra Mashek
Sep 102 min read


Why so many board retreats fall flat – and how to fix that
A senior leader from a large nonprofit reached out about designing a retreat for one of their key departments. Here’s what struck me: The retreat was just two weeks away. A handful of team members had already been tasked with designing the day. Each person had ownership over one chunk of the agenda—and they hadn’t been in touch with each other about plans or possibilities. And, there was a palpable sense of uncertainty about what the retreat was actually supposed to accomplis

Debra Mashek
Aug 262 min read


When collaboration feels like a $300 salad hat
A few summers ago, I was sitting in a creaky lawn chair on the patio of a run-down lakefront shack I’d rented for the season—scrolling through Facebook, as one does when avoiding real life. That’s when the ad found me. An end-of-season clearance sale: a patio set with a loveseat, a captain’s chair, and a table—all for $300. What a deal! I looked up from my screen and instantly imagined it: this tired patio transformed into an Instagram-worthy oasis. I could already see myself

Debra Mashek
Aug 122 min read


When Giving Feels Hard, Turn to Collaboration
Even the most committed donors sometimes hesitate to give boldly—overwhelmed by decisions, uncertain about the landscape, afraid of scrutiny, pressed for time. The barriers are real. A recent report from the National Center for Family Philanthropy (check out the full report here ) outlines ten of the most common psychological barriers to giving. Among them: Fear of scrutiny Feeling unqualified to act Discomfort with risk Not enough time What struck me most? Collaboration can

Debra Mashek
Jul 221 min read

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