> It's still insane to me these corporations shut down perfectly viable platforms that were still used by millions. The short sightedness and pettiness of these directors is something of legend, I hope there's a chapter about this in new management textbooks, but who knows.
It's not short sightedness. It was perfectly reasonnable to close these plateforms (in so much as they were closed - Microsoft folded MSN into the Lync and Skype brands and rather successfully sold it to pro users). They were never going to make money with them as they were. You are just missing that modern instant messassing plateforms have little in common with AIM and MSN.
If you look at what is valuable today, you have on one side WeChat and Whatsapp who took over the mobile space and are extremely valuable in emerging countries where text messaging became the main point of entry for conducting business and mobile payments. On the other side, you have Slack which use is centered around chat rooms and collaboration rather than direct messaging and whose popularity grew mainly on the shifting habits of a generation used to communicate via text, habits taken on smartphones. Then again, Microsoft was quick to reuse the infrastructure they already had to launch Teams which is very successful.
So, unless you could foresee the emergence of a mobile first world, it completely made sense to pivot these services towards paying customers.