Not writing, but I have found all of Brett Victor's speeches to be incredibly inspiring on how I think about what I want to work on and where we're going.

Inventing on Principle by Brett Victor: https://www.youtube.com/watch?v=PUv66718DII

Growing a Language by Guy Steele: https://www.youtube.com/watch?v=lw6TaiXzHAE

We Really Don't Know How to Compute! by Gerald Sussman: https://www.youtube.com/watch?v=HB5TrK7A4pI