I have a fiend that has an old html site that he rarely updates because it finds it to hard to add content. He also has a very old cgi based forum that is used by him and guests to talk about the financial markets. Anyone (dont even have to have an account) can submit forums posts and can also upload images that will be shown inline with the forum post (no idea how he hasnt been hacked yet). The current style is also in an outline type format for the forum. He doesnt have any type of captcha system, so he is getting a lot of spam right now, which is his #1 complaint.
Anyway, I think it would be a good idea to convert him over to wordpress for his site so that he can easily post articles and also have users comment on it. Thats the easy part. The hard part is figuring out how to handle to forum side of things. I would prefer to use a simple wordpress plugin so that we can easily keep the system up to date without having to rehack things (which would be the case if we had to use some sort of forum "bridge"). The plugin would need the ability for guest users or a very fast/simple registration system, to be able to start posts, reply to them, upload images for inline display (would prefer ones that did the whole auto thumbnail creation, but not a necessity). Vanilla looked like it almost fit the bill, but again, i really dont want to do a bridge (they tend to be very messy) and i would prefer to have a single login system. Ive found a few forum plugins, but a lot of them were out of date and had security holes or seemed a bit over the top (simple forum). I also found the codex to be almost impossible to search for things using a simple word like "forum". Got way to many results that had nothing to do with a forum plugin.
I really appreciate anyone taking the time to advise on a good route to go on this. Thanks!