It really is strange.

Especially considering that it was one of the few Microsoft brands that actually had a positive image associated with it.

If Microsoft swallowed their pride and actually released a usable Messenger app for the iPhone 5 years ago, they wouldn't have needed to buy Skype.

I've never used it but I was under the impression that Microsoft had not killed off their Messenger platform, just MSN Messenger? They still run Lync which is the business-oriented platform and where they stand to make actual money.

Lync is the buggiest Microsoft product out there. Messenger in comparision was a real joy to use.

The Mac client in particular is very buggy.

The best part about the Mac client is that it stops me from shutting down my computer (have to mash op-com-esc each time I forget to try to kill lync before shutdown)

So much this. The number of problems I seem to run into with Lync at work are countless. It's insane and sad with how solid MSN Messenger was.

They were likely making good money off the Windows Live Messenger (It's final name by the time it was killed off) because it had so many users, and was serving advertisements to all desktop users.

It wasn't that much money, but it was a user base that was leveraged many times, and that they could keep on leveraging. By killing Messenger, they disconnected users' ombilical cord to the MS social network, whatever that is.

There's still some kind of enterprise messenger that Microsoft sells. I don't remember the name of it, but I've seen it very recently in several organizations.

Office Communicator/Microsoft Lync. I can't speak to Lync (the current iteration), but Communicator, while functional, leaves a lot to be desired. I use a Mac at home. Spell-check everywhere is awesome, MS can't figure out how to unify their UIs so that useful little features are accessible everywhere. In theory it's nice because it plays well with Exchange. However, different organizations in a large corporation with their own Exchange servers may or may not be able to communicate with each other over it. And it seemed to go back and forth daily. And a ton of small UI misfeatures that make it unpleasant to work with as a communications medium (IMO, again, beter than nothing, but worse than many other options).

It's called Lync

I think the tough part would be making the transition onto mobile, and integrating the SMS/calling aspect into it. Yes, you've got the brand with MSN Messenger, but expanding that takes a vision of communications that I don't know MS had c.2009 when they would've needed to launch.

From what I recall, in the 2009 era you could actually get feature phones with MSN Messenger pre-installed here in the UK and it was actually advertised as a feature by mobile providers. Microsoft just lost interest.

MSN messenger was pre-installed on the Microsoft SPV orange phone in 2002...