Jeff is about to close down an old email account and he wants to be able to delete all the old email at once. Leo says that if the email system is POP, he can set the email client to delete from the server once it has downloaded to it. If it's IMAP, that email is kept on the server after downloading. So he'll have to do it the hard way. If he can turn on POP3, he can then just download it and it will delete all at once afterwards. If not, he'll need a third party app, and there are plenty. Google makes one.
Leo says that Fred is right to be concerned about the security of sending emails because the contents of the messages can be read along the way. If the email is going from one Gmail address to another, however, it would be secure. Ultimately, though, Leo doesn't recommend sending attachments at all. Opening attachments is how most people end up getting infected, and it doesn't just affect that person either. It will spread to all of that person's contacts, affecting their family, business, and the internet as a whole.
Nathan gets a lot of "sketchy emails," and he wants to know how he can avoid that. Leo says he really can't avoid it, but most email programs can render any malware written into an HTML formatted email neutral. If he's using his mobile device, there's really no exploits that can hijack the phone. It's possible, but not at all likely. Malware emails are more dangerous in a browser rather than an email client. He can turn off HTML in the settings if that worries him, though.
Eddie wants to know if he can block spam in Hotmail. Leo says that Hotmail is notoriously bad for spam. They want users to upgrade to Outlook, and Leo says it has much better spam tools. He can also put the email into the spam folder, as the spammer is likely spoofing the address.
Vernon was told by his insurance company that they would be sending him documents via email, and the first two times, he didn't receive it. The third time they sent it, it arrived. They told him the document was encrypted, but he could put anything in the password field to open it. He's now concerned that his personal information could be out in the wild.
Marco wants a better email client for his iPhone. He's not a fan of HTML based email. Leo says it's dangerous, but most mail clients including Apple Mail panders to users who want to see pretty pictures. But it's just not as secure. They do prevent loading of images unless you request them, but plain text will always be more secure.
How about a good antivirus for his iPhone? Leo says he doesn't have to worry about viruses in an iPhone or macOS. There haven't been any successful malware attempts on iOS.
Vic is bombarded by email addresses that an email can't be delivered. Leo says that Vic's email has been "spoofed" by spammers and that they have been using his in the From address line. The bad news is that there's really nothing he can do about it. The good news is, it usually stops shortly as they move on to another email address to spoof. He can set up a filter to send those emails to the trash and never see them, though. He should use "Mailer Daemon" as the criteria. That's usually what sends the bounced spam message.
Claire had a Yahoo email account and forgot to reset her recovery phone number, so she's now locked out of her account. Leo says that she can try and log into the general Yahoo.com. If that works, then she should be able to go into her account and change the phone number.
Will's mom works for a Church and she's looking for a way to access groups in Gmail when she creates group emails. She can't do it on her iPad. Leo has a crazy workaround: Create a comma-separated list of emails for a single contact. That single contact then becomes a mailing list. Leo says, however, that using Gmail to maintain the groups is not the best option, because it could be viewed as a spam mail. So Leo suggests a mailing list management service like Constant Contact or Mail Chimp.
Joe gets emails from his brother and vice versa telling them to go to another site. Leo says that's a phishing scam using spam to do it. It's likely that the return address has been spoofed. We've seen this happen often with users of Yahoo mail.
ScooterX in the chatroom says that whoever clicks on the link in the email sends the same email to others in their contact list. So it may be that both have clicked on that link and sent it out.