Honestly, and this is going to sound crazy, but I'm not sure this is right. Every time I use the client I cant help but nerd out over how awesome the command line interface is. Suppose we had instead a really well produced really highly polished short guide on how to use the command line interface easily accessible. Its not hard to use at all. There is no reason why anyone couldn't learn in a few minutes. So suppose our normal dark net market user (how ever normal one of those people can ever be) does take a few minutes to watch the short guide.

Now just picture it in your head. A normal(ish) person going on the dark net using moneros awesomely hacker flick inspired interface. Let me put it this way. If normal(ish) guys mother were watching she would think she were watching sword fish. It actually looks and feels like a prop from a movie like that. Which perfectly matches with the sort of thing our guy is actually using it for. The interface so perfectly matches the tone of its main use case (atleast right now). It distinguishes it from bitcoin as the more serious dark net tool that it actually is. When you use the monero interface you dont feel like you are using just another alt coin, and you arent, so in a way this is a good thing.

Yea ok this small barrier deters some marginal prospective users. Of course. But we shouldn't ignore the fact that it probably increases retention of those who do overcome that small hurdle. Even if a great dev supported gui did exist I for one would almost certainly continue using the command line version as long as it was still supported as well.

Just some of my thoughts, interested in yours.