I'll tell ya what I (think) I know.

#3 no. not out of the box. I believe I read on the list somewhere that you could install FP extensions yourself though. Take a look at freshmeat.net and do a search for "front page". note of caution.... security risk.
#4 version 4.0 can with some add-ons. I use it myself and it works wonderfully. 4.1 will have it built in. If you have a user account on the e-smith box, you can read your email and send email.
#5 No, e-smith is pretty darn secure out of the box. You would need to make some changes to get fine control over ports.
#8 Not in 4.0 but you can in 4.1. SSL is included.
J-L