Well that 95 pounds to the 400 mark is like 200 pounds in the earlier training phases. I don't think anyone can predict exactly what you need to do. I have gotten some good recent gains on bench with 5x5 and whatnot but my max didn't come to what I expected. 400 pounds is a big barrier for normal everyday dudes.
No reason not to do a 5x5 if you feel you can keep pushing it up but my guess is you'll have to do something more specific to get all the way to 400 (in the long run if not now). I'm talking about working on your specific weaknesses and using more max effort work as well as possible dynamic effort training.
I think long term goals are good but psychologically I think it is better to keep them a little vague...just something in the ballpark. Better to set concrete short term goals and in reaching them keep setting the bar higher. It's like if you have to cross a desert on foot. If you think about walking accross the whole thing it's daunting and debilatating but if you just think about getting to the next bush in the distance, or the next hill, or whatever and you keep doing that before you know it you've made it accross. (Well, ok, prob you'll die of thirst but you get the idea
).