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The Hardest Resignation Letter You'll Ever Write
Sometimes founders and long-tenured leaders want to stay for the wrong reasons: they don't know what to do next, they haven't planned for their retirement, their identity is with the organization, or they don't think the organization can survive without them.

TrudyS
May 259 min read


Can We Offer Each Other a Little More Grace?
Never publicly shame anyone — this approach leads to resentment, damaged morale, and a workplace culture headed toward toxicity. That's not a culture any of us wants to build — especially not in mission-driven organizations where trust and psychological safety are foundational. Time for grace.

TrudyS
May 45 min read


Are We Paying Consultants to Tell Us What We Already Know?
I'm not here to argue that outside expertise is always theater. It genuinely isn't. And after years of watching organizations navigate this, I'd say there are some situations where the outside voice isn't just useful — it's the honest choice.

TrudyS
Apr 2015 min read


You're So Tall! — Why We Need to Stop Treating Height Like an Open Invitation to Comment
Height is visible and immediate. Unlike interests, values, or personality, a person's height registers the second you see them.

TrudyS
Apr 136 min read


Damned If You Do, Damned If You Don't: The Impossible Tightrope of Letting People Learn
One of the most disorienting things about accumulating genuine expertise is that it can start to feel like a liability.

TrudyS
Apr 612 min read


You've Lost Your Mojo. Now What?
Writing this wasn't just an exercise in sharing wisdom — it was me working through my own reckoning out loud, because that's the only way I know how to do hard things.

TrudyS
Apr 28 min read


The Platform Migration Dilemma:
Where Should Nonprofits Show Up in 2026?

TrudyS
Mar 166 min read


When the Ground Shifts Beneath Us
Permission to grief as the ground shifts beneath us

TrudyS
Mar 910 min read


We're Looking for Someone Humble
If your organization is drafting a job description and reaches for "humble," pause and ask: what behavior are we actually trying to describe?

TrudyS
Mar 27 min read


Beyond Burnout and Decision Fatigue
For nonprofit leaders, this mental exhaustion doesn't just happen at home. It's the fog that sets in by Wednesday afternoon, the reason you can't quite focus in that 4 p.m. meeting, and the invisible weight that makes even small choices feel overwhelming.

TrudyS
Feb 236 min read


Beyond the Buzzwords: Understanding Vision, Strategic Planning, and Tactics in Nonprofit Work
Vision, strategic planning, and tactics aren't competing concepts—they're complementary levels of a unified framework.

TrudyS
Feb 175 min read


Why Commission-Based Grant Writing Is a Bad Idea:
Commission-based grant writing, also known as contingency-based compensation, is considered unethical by every major professional organization in the field, violates generally accepted accounting principles, and can actually jeopardize your funding relationships.

TrudyS
Feb 96 min read


Navigating Nonprofit Executive Leadership Transitions:
Leadership transitions are inevitable in nonprofit work. With proper planning, the right approach, and sometimes the strategic use of interim leadership, these transitions can strengthen rather than destabilize your organization.

TrudyS
Feb 28 min read


Planning Now for a Better Nonprofit Board
One of the most critical strategic decisions nonprofit leaders face is determining what type of board will best serve their organization. The answer isn't one-size-fits-all, and often, the most effective approach involves elements of multiple models.

TrudyS
Jan 269 min read


The Emotional Caretaking Burden of CEO Leadership
As CEO, you become the default container for every emotional overflow in the organization.

TrudyS
Jan 192 min read


When Passion Becomes Tension: Navigating the Double-Edged Sword of Mission-Driven Work
The very thing that draws people to nonprofit work—deep passion for a cause—can also become the source of an organization's greatest challenges.

TrudyS
Jan 123 min read


Start 2026 in the Right Headspace: Your Blueprint for a Transformational Year
2026 doesn't have to be about perfection. It's about progress, growth, and showing up for yourself in ways that actually matter.

TrudyS
Jan 53 min read


Your Complete Guide to Starting a Nonprofit in Washington State
Before You Start: Is a Nonprofit the Right Fit?

TrudyS
Dec 29, 20253 min read


Why Your Nonprofit Can't Afford to Sit Out of Advocacy
While nonprofits have been quietly retreating from the public policy arena, the needs of the communities they serve have only grown more urgent.

TrudyS
Dec 22, 20253 min read


Why Your Team Groans at Icebreakers (And How to Fix That)
We've all been there. You announce a team retreat or all-hands meeting, and someone immediately responds: "Great! But PLEASE, no icebreakers."

TrudyS
Dec 15, 20253 min read
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