Perry uses Outlook and he doesn't get attachments. Plus Outlook keeps freezing. Leo says that he can go into the settings and enable "include attachments", but it's turned off by default for security reasons. As for the freezing, Outlook saves data in a PST file and sometimes it gets corrupted. When it does, it can cause Outlook to freeze. Run SCAN PST to fix it. But Leo says that Outlook is a bag of hurt and another email program would be much easier to deal with.
Neal has a Helm home email server, but he's having issues sending his email. Leo says that ISPs are blocking email that doesn't come from an approved IP address. They will test from big companies, but little companies and personal mail servers don't get enough attention. The idea is to avoid spam. Neal can precondition a mail server by sending as many emails as he can. So create some emails on Gmail or Yahoo, and send a bunch of email to them from the home server. But Neal says his bank won't accept .EMAIL as a domain.
Neil bought a Helm email server on Leo's advice. He also bought a domain through Hover to use with it. This is a home email service, and the idea is that you put your email on a server that runs in your own house instead of trusting a service like Google to handle it. Neil is wondering how to back the device up. Leo says one of the things he gets for $99 per year is that Helm backs it up over the internet. What's cool is that the contents of the email on the local server is encrypted with a key that only Neil has access to. Helm even provides a secure USB key to decrypt the backups.
Tony has used up 4.9GB of his iCloud storage and he doesn't know how he's used all that. Leo says it's likely his phone backup. He can go to iCloud.com and login and see what's there. Chances are, if it isn't a phone backup, then it's likely all of his photos, which get automatically uploaded to the cloud. But he's wondering why it saves all his text messages and deleted email. Leo says he can probably change the mail settings to use less space. He should look in his email settings and choose things like "don't save attachments", etc.
According to the creator of HaveIBeenPwned.com, over 21 million passwords have been hacked and revealed on the dark web. Leo says to find out if your passwords have been hacked and stolen, head over to https://haveibeenpwned.com/passwords and input your passwords. It'll let you know if your passwords have been hacked.
Manny wants to know if there's an advantage to having a paid email service vs. a free service like Gmail. Leo says that if he's not paying for it, they're making money off him somehow. That's what pays the bills. He can pay for Google's business email service, called GSuite. That would give him support. Free email is paid for by ads put on the page, and it mines data from email electronically, to focus those ads to what he spends the most time on.
Richard wants to know how to send pictures to friends and family. His email won't let him attach them because they are too big. Leo says the best way is to put them up on Google Photos and then send them a link so they can download them.
Terry created an "alias" through Outlook for his email, but now it's not working. Leo says that Microsoft has a discussion about this known issue here. The fix was not to use the auto account setup, but to manually set it up. But that hasn't helped Terry. Leo suspects that since Microsoft killed MSN Mail, that could be the issue.
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.
Kathy is blind and Comcast changed her email settings. She had a friend come over and reconfigure it for her, but there's still errors happening. Leo says that Comcast isn't really supporting POP3 access anymore. They allow it, but they prefer she'd use IMAP. So if her friend set it for POP3, have him come back over and change it to IMAP. One way to check is to use her browser. She can also verify if her email is there. If it is, then she'll know it's IMAP. If they aren't, it's POP.