I would argue that the vast majority of behaviours described here are precisely the desired behaviour. In fact, I think the ones he picks reflect tremendously

I would argue that the vast majority of behaviours described here are precisely the desired behaviour. In fact, I think the ones he picks reflect tremendously on his skill as a programmer. Take for instance his apparent insistence that int(2 * '3') should produce 6. Cool. Magic "special" behaviour for the multiply operator if the string happens to contain a number. The same goes for his desire for the string "False" to be falsey. Wonderful magic special behaviour dependent on the (possibly unknown) content of a string means I've got to go round checking my strings for magic values.