Silent sudo passwords are not a real problem. I wouldn't give up the slightest whiff of security over them. This is one of the things that I see that I have a minority position on, and it lowers my general opinion of humanity. It's on brand for Ubuntu, though. They've been looking for an audience that is not me for a very long time. I sometimes worry about Debian's resistance to social pressure, though. It seems that…
The correct change would be leave the default and put in the visudo file for easy uncommenting. The "developers opinion" is flat wrong.
# uncomment below to see *s when typing passwords # Defaults pwfeedback
All of the dev thinking on the matter is based on narrow use-cased "if you're on a a host where login to a login screen and people can see you... "
When users connect via ssh keys to production hosts and type sudo passwords, I do not one iota of potential security benefit lost.