There's not much more I can add that hasn't already been said, but I would say try to start with the earlier seasons first. Watching TNG is reverse order can make it even more confusing!
Gotta disagree. One, TNG for the most part if more episodic than serialized. You can watch a season 5 episode without watching any of the ones that came before it and follow what's going on easy enough. There are some minor character arcs and small story arcs that stretch the seven year run sure, but nothing real organized.
Two, if you're trying to convert someone over to TNG... the absolute worst thing you can do is show them any season 1 episode.