This is essentially 100+ pages of pamphlet trying to raise funds for his school, and is thus relentlessly optimistic and positive. I think the only things he said he didn't like in the whole book were lynchings and unions.
I found Washington as he presents himself here somewhat difficult to relate to, but still found this book compelling. It's certainly an ode to bootstrapping and respectability politics, but on the other hand it's very hard to speak against the sincere effort the man put into doing as much good as possible, for as many as possible. At one point, he's asked what he does for fun, and he basically says that for fun he likes to get his work done early in the day so he can do more work later in the day. Which I believe. He seems to have married a series of workaholic women and produced with them and equal number of workaholic children. We hear very little about his interior life, though the sections about his anxiety and love of gardening were touching.
I'm very interested to read an outside look at his life, as so much of this book was positioning himself very deliberately in the political situation of 1900. Which was probably the most interesting part of the book, though I'm somewhat lacking on context.