Using Hosted Exchange Server, mostly because I use an iPhone, webmail & Outlook on 2 laptops. I want to keep everything consistent and unfragmented. Also, I want push notifications.

1. I have 2 domains, a professional one & a personal one.
2. Each domain has about 5 (give or take) email addresses I use for various purposes.
3. Each domain also has a few parked domains (.net, .org, .info) aliased to the .com domain.

I would like to keep emails from the 2 domains separated. Do I need an extra mail box, meaning extra expense or can I create another Exchange user on the same mailbox and create an extra account in Outlook? In either case I will have to wait for iOS4 on the iPhone to manage 2 Exchange accounts. Or am I better off just using a set of rules and folders?

The aliased domains are another joy to behold entirely. It looks like I will have to add each email address variant individually. Alternatively, I reckon I may just leave the aliased domains at the pop3 host and let Outlook gather those as edge-cases.

Surely I can't be the only one making my life this difficult. Anyone out there done this?

From the left field - is this (much) easier in gMail? I'm not committed to Exchange (yet).

Previously I used Outlook as a pop3 client with a set of filters to direct incoming traffic to folders. This worked with the aliased domains because my host directed all the aliased TLDs to the same mailbox.