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There are several factors at play here: If you have a contact’s email in your address book, then you’re able to send them an email through Gmail Chat. It is also possible that if you added someone on Google+ by searching for them by email address, that information might become available in your address book and thus in Chat. There is a Gmail setting that ...


At the top right I have forward and back arrows that select 250 at a time:


It still isn't a feature in Inbox, unfortunately. https://productforums.google.com/forum/#!searchin/gmail/inbox$20group$20email/gmail/U-L6Qsj68gw/oEv7uxiBvuEJ

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