I interviewed at Google almost 20 years ago, and Bob was one of 5-6 interviewers that I had. I don't remember the other interviewers, but I remember Bob. He was very high energy, and posed a really fun, original question about selective logging. The kind of question that you could tell was born out of his personal experiences at Google, not just something he found in a "ten linked list questions" blog post. The gist of the question was something like "Imagine you have a very high throughput service, and you want to log notable events and errors, but not log terabytes (or petabytes) of data about successful executions. How would you design a logging system around these constraints?" We had a fun discussion about this question for about 30 minutes, and I remember being even more excited to work at Google after seeing that people like Bob worked there.
RIP :(