When I try to apply for "Google for Work", it asks me to create a new account for the business plan. It seemed only logical to me that I should be able to "upgrade" my current account to a business account. This way I can have my 5 years of email archive and activity on other Google services and my new account in one place. I can't seem to find the solution for this. Is this possible?
Gmail – How to upgrade to “Google for Work” from current Google account
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Related Solutions
Short answer: Yes.
However, there are some things I think I should say about that approach.
For completely unrelated sites, it's probably best to sign up for completely unrelated Google Apps accounts. Domain aliases will work, but all sites will share the same limitations on how many users can be created (quotas). Separate accounts will each have their own independent quotas.
If you alias, you'll have 50 free users to divide among all the domains. If you create separate accounts, you'll have 50 free users per domain.
Hope that helps you. Personally, I'd create a new account.
Using filters you can redirect incoming mail. Take a look at Settings > Labs. You can setup multiple Inboxes and hierarchy of labels.
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Best Answer
Google consumer accounts can't be upgraded to a Google Apps account, but if a Google consumer account use as primary email address one from a custom domain a conflicting account will be created. During the signup process for that account, Google will offer the user to migrate some of the data.
References
Resolve conflicting accounts - Google Apps Help