I have the same problem. My order always fails, I wonder if it's possible because of the small cost of my GAS so I raised it but it didn't work. There are several tokens in the ED account and everything just settles there.
The most frequent cause for confussion occurs by not WAITING long enough. WAIT five or ten minutes between all-things done at/on EtherDelta and you won't be disappointed. They did complete the GUI update recently so I'm good with this project. There's just lots of frustration in Ether but it's still better than that wannabe Tether called Ripple (which is just what XRP aims for while they accumulate Bitcoin/Ethereum from you)
If I may, edit: Reading the disclaimer near the bottom right-screen at ED... Most longtime users will agree, it's easy to make mistakes - so, could a bot be rented while at ED to perform an idiot-proof trade? I saw where Gemini.com got insurance for all their wallets, which is a first of its kind and sort of how the bot would perform. I've never thought of ED as just a small or outdated site by any measure, just the opposite.