I've checked the various forums and it appears that others have the same issue as I do. Basically, when I am connected to WiFi, I cannot send emails. When not connected to WiFi, I can send emails. This is a case for my email account with Shaw Cable (my home internet provider). I have no problems sending emails from my Hotmail account on WiFi or not. The reason appears to be that my wireless carrier, Bell Canada, does not allow me to use my home internet provider's (Shaw Cable) SMTP server to send emails. If I am on WiFi on my home email, I can send emails via Shaw's SMTP server. If I am not on WiFi, I have to use my wireless carrier's (Bell) SMTP server to send emails. However, If I do this, when I use my WiFi at home, Shaw does not allow me to use Bell's SMTP server to send emails. The way I can always send emails where ever I am is if my email app only uses my wireless carrier to send emails. The email app on my phone, the Desire Z, will always use WiFi if it is available. Only if WiFi is not available will it use my wireless carrier. I cannot seem to find a way to force my email app to only use my wireless carrier. If someone figured out otherwise, please let me know. I have recently switched to an HTC Desire Z from a Nokia N97. When I had the N97 (which runs Symbian), I have always been able to send and receive email where ever I am. For web browsing, it uses WiFi if it is available and switches to my wireless carrier if not. I am very disappointed that it appears the Desire Z is not able to do the same (unless there is a way and I just haven't figured it out). I have managed to figure out a workaround to my situation. If I send an email from my home, I will simply turn off WiFi. After sending my email, I'll turn WiFi back on. Although this works, this is just really combersome. Even though I'm at home, I do not always have my PC on to send emails and I am not going to wait several minutes for my PC to turn on so I can send an email. If it is a short email, I would rather reply via my phone rather than turn on my computer. Although manually toggling WiFi for sending emails is not too combersome, my expectation from a smartphone as advanced as the Desire Z is that I do not have to do that.