My read of it was that Leonard was playing devil's advocate. Clearly, he has (or was representing) a dim view of Silicon Valley in general¹, but all the issue

My read of it was that Leonard was playing devil's advocate. Clearly, he has (or was representing) a dim view of Silicon Valley in general¹, but all the issue he brought up about Watsi are things I could imagine a skeptical reader wondering about. And, as you pointed out, the article either debunks or at least presents a counter-argument to each of those points. To me, the article came across as a generally-positive piece about Watsi, using some lazy appeals to populist memes about Silicon Valley to help make them stand out from the rest of the herd. ¹ A view that, incidentally, I mostly disagree with. But the article wasn't about Silicon Valley; it was about Watsi.