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Lots of possible ways to go. For myself, I have various Outlook and Gmail addresses, as well as several different domain emails, all forward to a single Gmail inbox. I have Gmail label the various emails so I know where they came from. I can send from that single Gmail address using I think up to 5 different aliases, though I only use a couple of them regularly. This way I take advantage of Gmail's superior junk and spam filtering capabilities, can tell at a glance which address the mail was sent to, and can set the account to respond using the same address it was sent to or a default address. Gmail's superior search functionality means I don't have to file anything--search is faster and easier.
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