Outlook 2016 Send from Outlook Alias Account?

I had to use my alias when setting up the profile to make it work.  I still have some issues, as Microsoft is trying to force everyone to Premium and Office 360 subscription so they make billions more.......

Google does not hose personal domains anymore either.  I went with hotmail.com / outlook.com because it was integrated to my Outlook 2016 desktop version.  Now Microsoft is reneging on their promise to keep supporting existing accounts.......

Yes, I have been hosting my personal domain email addresses on hotmail.com and then outlook.com for years.  Microsoft is just getting greedy and not letting new users do this anymore and now trying to squeeze out current users by making life difficult after the migration to the Office 360 platform.  There answer is "buy the Premium email".  So much for the promise to continue to support existing domains.  I have made it work by making my alias my primary in outlook.com, but it is a quirky solution when you go to Outlook 2016......"sometimes it works, sometimes it doesn't" is the Microsoft support answer.....

So frustrating.

Microsoft; either support something, or be honest with people and say it isn't supported, instead of wasting their time.

And another thing, since Apple and Google have eaten away at your home market and Linux is taking a large share of the enterprise server market. Don't you think you should look after SMEs a little better, instead of ripping them off for trivial features, when they have already spent hundreds of pounds buying windows and office licences?

I won't be buying 365 licences, I won't be buying Windows server and Exchange licences, I will, like most ex Windows SBS customers, be switching to a Linux based alternative.

Are you using Outlook Premium?  If not, then maybe what the tech told me is true.  Mine is now working fine.