Joe has a 2009 iMac with a bunch of emails on it, dating back to 2003. He wants to know how to open them in another email program, along with the contacts as well? Leo says it varies according to the email program you use. Leo says that since Apple Mail exports to MBox, you can open that format into just about any other email client. You can even open them in a text editor to see what's in it. Apple Mail will import them easily, and Thunderbird should be able to as well. Leo also recommends using SuperDuper to back them up.
Linda is frustrated that some of her contacts always end up in the spam filter. Leo says that somewhere the email program learned that those contacts were sending spam, and it may be due to the content of the email. Leo recommends setting up a separate filter that will keep those contacts in the inbox. They may also be called "rules."
Kevin would like to select and delete multiple emails in Apple Mail on the iPhone. Just tap "edit" and then mark it, move it, or trash it. Leo says that one of the problems with the modern iPhone is that there's no standard user interface like the old Macs. That makes it difficult to do things like this when the UI changes.
Terry got a new Mac for an early Christmas present and is waiting awhile to reinstall stuff. Leo says that's a good idea. It's much better to only install new programs as needed. Every program he installs is a potential security risk, so he should install as little as possible.
Elise uses Apple Mail with her Gmail account and whenever she saves a draft email, it disappears. Rich thinks the culprit may be a corruption in the Apple Mail program itself. He recommends that she look in Gmail in her browser to verify is the draft emails are still there. They probably are. Then she can reset or rebuild Apple Mail. She may need to delete her email account from the app and then add it again.
Brian wants to know how he can use tags to stay organized on his email. Leo says that tags are great for searching and it makes it really simple to stay organized. Gmail can tag messages. Mailtags has been around for years and it works great. Leo used it a long time ago and it works in Apple Mail, which can be a challenge because Apple changes Mail with just about every version of macOS. It's also great for photos. Google Photos is great for tagging as well.
Karlo has a cookie business, and when people order cookies and pay by Paypal, he has to use Outlook to get notifications. Leo says that Go Daddy's interface will support other email interfaces, regardless of what they may say. Outlook itself is a modern system and would work, but it's not the only game in town. He can also use Gmail. There's also Thunderbird, Windows Live Mail, and the Apple Mail app on Mac.
David bought a used Mac Mini and he is trying to set up his Apple Mailbox. It's not moving the messages over fast enough, though. Leo says that David is trying to store hundreds of thousands of messages and that just takes time to download them. Why do that when he can keep them in the cloud? Also, the new Apple Mail has to reindex the mail and that takes time. This is why Leo is against this proprietary mail format. He prefers open source options like Thunderbird or with GMail.
Cindy has two email addresses: One for business, and one for personal. Her Apple mail program always confuses business and personal, though. Leo says that most email programs have a setting for delegation, which would allow her to delegate which email she'll want to reply from. She should go into the composing settings of Apple Mail and she'll be able to select which message address she wants to send from. She should also make sure she has outgoing mail servers for both accounts and that's in the "Accounts" section.