they sure do make it a lot easier, with some downsides as well.
i use keepassx on *nix, and keep a portable keepass on my USB thumb drive for windows computer. all my passwords are store in it, all are 25 characters, with around 200 bits of entropy each. the only thing to worry about, is the master password, which was created using keepassx's password generator as well. as long as i remember to exit it before leaving, or at least locking the computer, there's not much to worry about. all passwords different, all strong, and auto-type makes things very easy. the downside is... you dont really know any of your passwords, and become reliant on the program. that's why i keep at least 2 complex passwords committed to memory and use them for common stuff, like my email. it's quite embarrassing to sit by your university project partner, be asked to login to the university website, put hand in pocket, realize you forgot the thumbdrive home, and exclaim "i don't know my uni password at the moment".