How licensing works for work and school accounts in the new Outlook for Windows

AllenFilush You're right, Business Basic never included a license for Classic Outlook on the desktop.  But Microsoft used to also offer a free desktop client (Windows Mail) that worked with Business Basic Exchange mailboxes. The free replacement, New Outlook (in Free/Ad-supported mode), no longer works with Business Basic mailboxes.

This means Windows Mail users with Business Basic mailboxes must now either purchase an Outlook desktop license or use the Outlook web app. So, they either have to pay more on top of their Business Basic subscription cost or lose having a native desktop app. 

Personally, I purchased an Outlook license for home use years ago. So, for me, the only issue of losing Windows Mail is the loss of Linked Inboxes, which is the only reason I use Windows Mail in addition to Classic Outlook. I got spoiled by having a universal Inbox on my phone and I want that same experience on my laptop.

I'm also not a fan that New Outlook requires copying all my emails from 3rd party mail services, like Yahoo! and Gmail, to Microsoft's cloud servers. I get that allows New Outlook to offer enhanced features that are normally not available with 3rd party mailboxes, but I wish it were optional for privacy reasons.