Yes and no. According the BIS or BES plan you have, some of that is possible.
1. Not easily. RIM uses push email technology to grab the mail from your server and push to your BB... you can set your Outlook to forward all your mail to your BB... but you would have to have a BB-specific address (which is not a great idea because the
address are great spam collectors.
You can use BlackBerry Redirector for some portion of what you need, but in my opinion, even that is not a great solution.
You need to first decide if you want BIS or BES. General BIS FAQ - BlackBerryFAQ