Hello, you’ve reached Chad’s mailbox. Thanks for your email about the latest Labs feature: Canned Responses, or email for the truly lazy. I’m on paternity leave so I won’t be able to respond personally. Instead, I hope you’ll enjoy this automated message.

via CNET - Announcement

Here’s how to get Apple Mail to work as expected, thanks to 5ThirtyOne:

Similar steps must be taken to ensure that any emails sent, saved as drafts, or deleted are properly identified by Gmail’s servers. After completing the IMAP setup steps for Apple Mail, instructing Mail is a few simple clicks away. Once your Gmail IMAP account is added to Mail, you’ll notice your [Gmail account] in the left sidebar.

1. Highlight ‘[Gmail] Sent Mail’ in the sidebar and select ‘Mailbox’ (menu bar) > ‘Use This Mailbox For’ > ‘Sent’.
2. Highlight ‘[Gmail] Drafts’ in the sidebar and select ‘Mailbox’ (menu bar) > ‘Use This Mailbox For’ > ‘Drafts’
3. Highlight ‘[Gmail] Trash’ in the sidebar and select ‘Mailbox’ (menu bar) > ‘Use This Mailbox For’ > ‘Trash’
4. Highlight ‘[Gmail] Spam’ in the sidebar and select ‘Mailbox’ (menu bar) > ‘Use This Mailbox For’ > ‘Junk’

Once properly configured, managing email from Apple Mail or the iPhone will be no different from managing emails within the Gmail web client - sent, drafts, trash, and junk properly sorted between your various email clients and web interface.

Read the full article for even more information (including iPhone set-up).

And the best hints for setting up slightly more complex filters in Gmail came from Lifehacker:

I needed to set up a filter that would apply label ‘work’ to any email that came from ‘xyz@workplace.com’ OR had the word ‘workoholic’ in it. Unfortunately, Gmail’s inbuilt ‘Create a filter’ feature’s dialog boxes are connected with an AND operator. Example: if I wrote ’ xyz@workplace.com’ in the ‘from:’ field of the ‘Create a filter’ page, and ‘workoholic’ in the ‘Has the words:’ field, then only emails that came from ‘xyz@workplace’ AND had the word ‘workoholic’ would be picked up by this filter. So, to get the desired result, I needed TWO filters. Unless…

[…]

Incorporate both the conditions in the ‘Has the words:’ field itself! So my ‘Has the words’ field reads as: (from:(xyz@workplace.com) OR (workoholic)). Voila! c’est fini! But the possibilities are endless!

Read the full article for more information.