Bot Framework [Node.js] Bot doesn't match word

Short answer

bot.customAction({
    matches: /^Fine and you|^Good and you|^Well and you/i,
    onSelectAction: (session, args, next) => {
        session.send("I'm wonderful as always, but thanks for asking!");
    }
});

First option

In regexes, ^ represents beginning of the string and $ represents end of the string. So when your regex was /^Fine and you$/, you were matching Fine and you with no extra content at the beginning or end.

To fix this, you need to make your regex more flexible.

/^Fine and you\??$/ 'Fine and you' with an optional question mark

/^Fine and you/ Any string that starts with 'Fine and you', with anything else after it (Fine and you foobar blah blah would also match)

You might benefit from an introduction to regexes

Second option

bot.customAction({
    matches: "Fine and you?"|"Good and you?"|"Well and you?",
    onSelectAction: (session, args, next) => {
        session.send("I'm wonderful as always, but thanks for asking!");
    }
});

In this example, you are using the bitwise OR operator (|)

The expression "Fine and you?"|"Good and you?"|"Well and you?" will resolve to 0, so this code is actually running

bot.customAction({
    matches: 0,
    onSelectAction: (session, args, next) => {
        session.send("I'm wonderful as always, but thanks for asking!");
    }
});

You should use a modified version of the regex you provided in your first example instead.