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The author is really good at writing. I read the article about December 2010 and found it equally funny and well-written as today’s article. https://blog.pinboard.in/2011/03/anatomy_of_a_crushing/

Yup; I get a strong very "P. G. Wodehouse" vibe from his writing.

EDIT: After looking at his resume, I'm fairly confident his writing style is heavily inspired by Wodehouse (he mentions about Jeeves and Wooster!).

Yes, and there are also hints of P.J. O'Rourke, I think, or perhaps a smidgen of more lighthearted Hunter Thompson.