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Outlook

Since Google got one, then surely Microsoft must be the next in line for the chopping block. It's actually really similar to Gmail, but maybe even worse. Sign-up process is a mirror image of Google's, except you need to enable more stuff in uMatrix so that it works. Otherwise, it requires your real name and phone confirmation - which I (obviously) didn't bother with, so I don't know what comes further. As with Gmail, you can't sign up for just the E-mail, but instead get a Microsoft account containing access to all their services. Let's analyze their privacy policy now (better have some painkillers ready, because it hurts):

Data about your device, your device configuration, and nearby networks. For example, data about the operating systems and other software installed on your device, including product keys. In addition, IP address, device identifiers (such as the IMEI number for phones), regional and language settings, and information about WLAN access points near your device.

It's not enough for them to know how you're using their services - Microsoft will also snoop on everything else you're doing with your machine. Ugh.

Data about your interests and favorites, such as the sports teams you follow, the programming languages you prefer, the stocks you track, or cities you add to track things like weather or traffic. In addition to those you explicitly provide, your interests and favorites can also be inferred or derived from other data we collect.

Not sure how applicable the above is to E-mail specifically - but it clearly shows the attitude of Microsoft towards your privacy - which is a complete disregard for it.

Data about your contacts and relationships if you use a product to share information with others, manage contacts, communicate with others, or improve your productivity.
Information about your relationships and interactions between you, other people, and organizations, such as types of engagement (e.g., likes, dislikes, events, etc.) related to people and organizations.
Data generated through your use of Microsoft’s communications services. Traffic data indicates with whom you have communicated and when your communications occurred

Now these are surely relevant to E-mail. Not only does Microsoft keep your contact list, but also when you have written them. What about the duration of data storage? Unlike Google, Microsoft does graciously tell us something about it:

when your Deleted Items folder is emptied, those emptied items remain in our system for up to 30 days before final deletion

So, we know that - when we delete an E-mail - it's gone in 30 days at most. This sucks, but at least we get told about it - which many allegedly private providers can't manage to muster. As for the other data, we're unfortunately left with vague statements such as:

Microsoft retains personal data for as long as necessary to provide the products and fulfill the transactions you have requested, or for other legitimate purposes such as complying with our legal obligations, resolving disputes, and enforcing our agreements.

Realistically - considering the avalanche of various anti-privacy and anti-user stuff in their policy - we should assume the other data is stored for much longer than the actual mail content (you'd think they'd mention the duration if it was something they could have bragged about). Okay, there's just one more transgression of note that I want to cover:

To build, train, and improve the accuracy of our automated methods of processing (including AI), we manually review some of the predictions and inferences produced by the automated methods against the underlying data from which the predictions and inferences were made.

That's right - Microsoft uses your data to train their AI. The same crap Google has been pulling for years with their ReCaptcha. If you were considering Outlook as your E-mail provider (why?), this alone should drive you away from it. The ToS also makes SJWs look like freedom lovers by comparison. Same as with Gmail, Outlook does support mail clients and is free - which are the only advantages of the service.