I personally have been using LastPass since it came out. I am much more secure than if I didn't use LastPass. A friend loved trying to break into my accounts for fun so I feel like I was a much more secure person just for stupid reasons. (It really was a game and nothing he did was nefarious)

Companies that use password managers are infinitely better off with one then without. My co-workers would repeat their passwords and make them incredibly simple and easy for anyone to break the it with basic social hacking. My old company had the lowest level of tech skills and the company contracted their IT work and had the stupidest password policy. You just had to change one digit. So the joke was people would just +1 their passwords and they would know how long they worked there.

Repeated passwords is something people do because we all have hundreds of passwords if they don't have a password manager. Even me and my paranoid ways had several because I had to use a system that was based on the url of what I using.