Order Manager version 5.008 (Beta) or greater.
Beginning with Order Manager version 5.008 (Beta), there are some situations where you can add an attachment to an outgoing email message that is being sent by the Order Manager.
This feature is only available if you have the system parameter EmailSendMethod set to "Order Manager" or "Stack Controller".
If you have the system parameter EmailSendMethod set to "Order Manager", attachments can only be used with plain text email; they cannot be used with HTML email messages. (If you use the "Stack Controller" method, you can use attachments with HTML messages.)
The Order Manager has very limited abilities to respond to email sending errors. If you send an attachment that is too large or one that is not accepted by your addressee’s email system, the Order Manager does not have a way to tell you that.
Currently, you must select the attachment manually for each email message you send. There is no way to define the attachment in your email templates.
To send an email with an attachment, click the Attachment button on the Send Email form:
Browse to the file you want to attach and select it.