Have an interesting problem. Have a customer with a mix of windows live mail, outlook, and MacMail. All of them are set to send through our JH mail servers, and have the "send immediately" checked, and outgoing mail port 587. However, when they send a message, it goes to the outbox with a timeout error. They go into the outbox, hit resend, and the messages goes. This happens on simple test text only messages, and ones with attachments, and all of their workstations (PC and Mac, multiple email clients).. JH has checked the mail server and found no issues. I've narrowed it down, I believe, to something happening with their ISP, but I don't know what to tell them as they refuse to set up a simple test box for me. Our customer even had a consultant come on site with their laptop, connected to our test mail account, and it worked fine for them from their main office, but did the same pause/timeout error on initial send when at my customer's office. Has anyone run into this? If so, any suggestions on how I can try to get the ISP to do something to fix it?