I've found it's very difficult to hold the remote button down continuously for an update. It doesn't seem like much, but sometimes the remote update stretches into ten minutes or more. Until you've actually tried it, ten minutes of holding your thumb on that button it a VERY long time.
I made this little "tool" to keep the button pressed, makes it much easier to update remotes. The little bump that presses the button is a stick-in rounded rubber foot.