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Works perfectly with WordPress 3.3.1 WordPress Multisite 3.3.1 BuddyPress 1.5.2
Check out Automessage in action...
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You'll probably have noticed that when you sign up for a really great service, you don't just get a single 'welcome' email - but you also get several 'follow up' emails, over the course of the next few days/weeks letting you know all about their features, how you can use the site and offering you support and assistance.
Well, that's exactly what this plugin manages!
This plugin allows you to send out 'messages' i.e. emails at predetermined times based on when the user signed up.
Designed to keep your new users engaged, supported and interested in your site!
About Actions and Emails
Each email you can schedule to send to users is called an action. You can schedule actions (emails) to be sent over a series of days after a person has created a new username or a new blog.
For example on buddydress.com emails are scheduled to be sent to new users as follows:

Here is what the "Welcome to BuddyDress" message looks like:

Add actions as follows:
- Scroll down to the bottom left of the menu list and you will see the Automessage menu group

- If you have Multi-site enabled you will see both Blog Level Messages and User Level Messages in the menu, if you are on a standard WP install you will only see the User Level Messages menu item.
- Select the level of message you want and click on that menu, then click on Add New to add a new message.
- Select the action that triggers the message to be sent (the default installation only has a single action for each level)
- Select the time delay after the username or blog is created that you want the email sent
- Insert the message subject i.e. this appears in the email's subject line
- Write your message i.e. this appears in the body of the email
- Click Add Action




NOTE:
- If you hover your mouse over the title of an Action it brings up the menu for that action and you can edit the message

You can set each message to:
- Go out x days after an event e.g. x days after a new blog is created
- Differentiate between actions like creating a new blog, and creating a new user.
What's more, you can even personalise each email using the following dynamic info: %blogname% %blogurl% %username% %usernicename% %sitename% %siteurl% %systemname% %systemurl%