The biggest lesson I learned working at Dropbox was how toxic python is. If you have an unmanageable python code base, and hire Guido himself to help you fix it, he'll dig you into an even deeper hole and then quit. Which honestly was an extension of my experience at Google. When I left Google for Dropbox, python at Google was also in crisis. These two companies cemented my "python: not even once" stance.

TIL the creator of Python worked at Dropbox for 6 years.