The answer is by having carrots and not just sticks in the whole ecosystem. Modern video formats and screens are much higher resolution (to take but one important dimension), even for old movies that get an HD re-release, there are many incentives to move on especially once you've already bought into one aspect (like replacing an old CRT TV). The ecosystem around the audio jack isn't the same, there are fewer incentives, and a less clear improvement trajectory -- people have ancient wired headphones providing superior sound to some latest wireless thing, but there are no VHS cassettes that can match the clarity of 1080p or higher.