I have a hard time encouraging family members who are non-technical (like my mother, who is confused when her notebook presses on a key on her keyboard or my grandmother who has a hard time grasping the purpose of the internet at large) to use newer or different versions of their existing browser. This includes merely upgrading IE, or using something like Firefox and Chrome.
I have on occasion resorted to updating the browser personally via remote support session, setting it as the default, and changing the icon to the IE e, but I do consider that to be a little unethical. I tell myself that it's for the best as it prevents confusion, they don't understand well enough to know why I'm doing it, and it prevents some of the more malicious attacks.
What have you found is the best way to get your non-technical family to use a new browser, and how do you encourage them to not be afraid of the tool?