What a great seminar, that was. I really appreciated his advice on writing recommendation letters, too: the expectation is shifted wildly towards effusive. If you are plainly complimentary, it can come off as a secret warning that you don't think they are worth hiring.
But there were also great AI papers, and meta advice on reading them efficiently. (I don't remember any crimes against ferrets, but presumably the reading list changed over time)
I appreciated that class, and it's only grown on me over time. Another line that really stuck with me was something like "forsan et haec olim meminisse iuvabit" (Which I remembered as "Perhaps we will look back on even this with fondness") It's so easy to undervalue amazing things when they are happening to you. I was really convinced that I was appreciating it, even more than many around me. But I still look back and think I could have soaked it in, even more.
I also took Professor Winston's seminar in college and have similar feelings about it. It was far and away my favorite class and the wisdom in his advice has only become more apparent over time. At its heart, it was really about how to understand and communicate ideas.
One of the things I treasured the most was that Professor Winston overtly subscribed to the "make topics crystal clear and broadly accessible" school of technical communication. He would contrast this against the "make things incomprehensible so everyone thinks you're brilliant" school of thought. I am eternally grateful someone biased me early in life towards the former, not just when I'm speaking but when I'm choosing what to read and who to listen to.
I've also wondered lately what he would think about the current LLM wave. I'm sure he would have had a characteristically clear and profound take. I feel the world is losing out not having his voice during the current moment.