Yes, as the passive cables get longer you're playing more of an odds game. At some point above xx feet for each cable, there is a distance that can't handle the full bandwidth for HDMI. That could be 26 feet for a really good cable or it could be 3 feet for a not so good cable.
Luckily, the current HDMI implementation doesn't require the maximum bandwidth. 1080p/60 doesn't even come close. So, that pushes that distance out since the distance before bit errors occur is inversely proportional to the bandwidth of the signal. Bigger bandwidth, less distance before errors for a given cable (everything else being equal).
So when we are using standard speed cables, we are simply trading bandwidth for distance. Lower the bandwidth by disabling Deep Color or using 1080i and you'll gain more distance. However, when consumers want to go to 4K, (I predict) many people who thought they had a high speed cable are going to find out they really didn't and we're going to get some mighty "interesting" appends out here. Of course, that assumes 4K catches on.