Nonprofit Lowdown

#406 - Who Told You It Was Supposed To Be Easy?

September 21, 2026·20 min
Episode Description from the Publisher

Most nonprofit leaders think the problem is the workload. I had a week that told me otherwise, and it took a coaching call to see it.I was venting about year eight feeling harder than year three when my coach said, "You're upset because life does not fit your model of reality." Somewhere around year two I quietly built a model where by now I'd be sipping mai tais while the business ran itself. Nobody promised me that. I wrote it myself, filed it where I couldn't see it, and have been paying rent on it ever since. The work was a Tuesday. The belief that I shouldn't have to do it was the surcharge, and the surcharge cost more than the work.So this episode is about the models running in the background of your job. The work is good, so the money should follow. I've been here six years, the board should get it by now. I shouldn't have to sell. If I explain the need clearly enough, people will give. We did everything right, so the numbers should be up. Not one of those was ever agreed to by a donor, a board, or the universe. You wrote them, usually at a moment when you needed something to hold onto.I also name the part nobody says out loud, which is that burnout is usually loneliness, not workload. You're the only one who sees the funders, the board, the staff, and the program at the same time, and that's a lonely seat.Then I get concrete, because I don't want you closing this feeling philosophical with nothing changed. Once you stop arguing with the obstacle about whether it should be there, you can read it. The donor who gave big and drifted is a missing stewardship stage. The board that won't fundraise was never given a menu. The ask that came back at half is a ballpark question you skipped nine months upstream. The revenue you can't predict is a pipeline you never built. Every wall is a syllabus item, and that's the difference between eight years of experience and one year repeated eight times.Plus the one practice I want you to run this week. The next time you catch yourself thinking this shouldn't be this hard, finish the sentence out loud: Compared to what? Name the version you're measuring against. It usually sounds ridiculous once it's out of your mouth, and that's the whole trick.Important Links:My Big Ask Gifts Program⁠⁠My Book, Get That Money Honey ⁠⁠My Newsletter

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