"Annoying" is in the eye of the beholder. If you are not bugging someone, you are not trying hard enough.
Early in the past decade, we carpet bombed the Internet with GoToMyPC pop-ups, pop-unders, banners, buttons, skyscrapers, etc. after the Dot Bomb bust of 2001.
My friends frequently told me that they were sick of our ads. However, if we had not taken advantage of the dip in ad rates the Internet crash, we wouldn't have had the cash war chest to take on WebEx with GoToMyPC, which we released in 2004.
Just like Poker, if you have a winning hand in business, you have to play it hard. If you bug some people along the way, rest assured that they will "get over it."