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  1. You have walked into a room that made you calm, and another that left you anxious and tired, without quite knowing why.

  2. A process is painfully slow.

  3. Somewhere on a pharmacy shelf sits a drug that could be treating cancer right now.

  4. We naturally make decisions for the people affected today: current employees, active customers, present donors, and sitting boards.

  5. For more than two decades, Andrew Wolk helped social sector organizations build better strategies, measure their work, and strengthen their impact.

  6. Organizations create records constantly: minutes, reports, budgets, retrospective plans.

  7. When Jocelyn Wyatt visits a refugee settlement, she does not see people waiting to be rescued.

  8. When something goes wrong, organizations quickly discover who can handle it.

  9. Every year, four million students graduate from high school in this country.

  10. Leaders need room to change direction.

  11. Most tech founders don’t have to convince anyone that software is a good idea.

  12. Organizations instinctively look for the cause of a problem near the place it appears: Customers are leaving -> examine customer service.

  13. Organizations learn a great deal from studying who shows up: who applies, who attends, who returns, who succeeds.

  14. Something important disappears.

  15. For decades, philanthropy has chased the illusion of certainty, funding polished proposals while starving the quiet, trusted organizations actually doing the work on the ground.

  16. Most philanthropists want to do more good, faster, than they actually do.

  17. Organizations place enormous faith in observable behavior: Applications rise, so demand must be increasing.

  18. We learn about organizations by watching how they perform under pressure.

  19. Organizations collect enormous amounts of evidence: surveys, evaluations, dashboards, consultant reports.

  20. We assume the person who made an important decision is best positioned to evaluate how it turned out.

  21. Breakthroughs never start in boardrooms.

  22. Experience is one of the things organizations trust most, and usually for good reason.

  23. Many companies that survive their first year have something working quietly in the background: an early check from a parent or a well-off friend.

  24. The Secret Sauce is Love

    Most mentoring programs ask for a year, maybe two, and rely on volunteers who come and go.

  25. Ask enough people what they think, and eventually you’ll hear something that sounds like consensus.

  26. One of the most dangerous habits in leadership is assuming that a good outcome proves you made a good decision.

  27. A process that once took months to design can now be rebuilt in an afternoon.

  28. There is a strange injustice sitting on pharmacy shelves.

  29. When a program gets its funding frozen, we do the math the easy way.

  30. Here’s something I’ve watched happen over and over: an organization has a cause everyone genuinely believes in, and still can’t get anyone to actually do anything about it.

  31. I keep coming back to something a colleague once told me: they’d trained a group of people for a bigger role, and within a couple of years, every one of them was doing that job competently.

  32. Every night the news shows us floods, fires, and wars that force people from their homes.

  33. Every needs assessment asks the same question: what does this place lack?

  34. Most programs track the same thing: how many people showed up.

  35. I’ve noticed something about where money goes and where it doesn’t.

  36. We spend almost our entire lives indoors, and we rarely ask what all that time is doing to us.

  37. Here’s a signal I think most people miss when they’re trying to spot who’s actually going somewhere.

  38. Listen carefully to the language organizations use.

  39. Organizations have an almost irresistible tendency to put themselves at the center of the story.

  40. Three people contribute to a successful outcome.

  41. A deal suddenly moves in your favor.

  42. One of the most damaging habits in leadership is judging every decision by what happened afterward.