It is easily sniffed. If at all possible, do it from the computer with the password on it. Changing your password regularly is not prudent for all systems or situations. Consider the real benefit and harm associated with this activity before doing it haphazardly. Look at this article for more details.
Some passwords are harder to guess than others.
Use the harder to guess ones. Don't let other folks use your user ID and password and don't tell anyone your user ID and password. This lets them fake being you and you are likely to be the one who gets in trouble if they do something wrong. No legitimate person responsible for security or systems maintenance needs to know your password, and there are almost no exceptions to this rule. Don't trust remotely obtained software.