Ultimately I think it will be a bad look for entire Matrix ecosystem for its biggest server to basically commercialize the offering similar to how other commercial products do it.

There is a difference in how matrix.org is structured, being a non-profit and for example how commercial solution such as Discord is structured, but creatures don't really care about such difference, the point will be that both will have some kind of "better" offering for paid users and that kinda sucks.

I'm sticking to my opinion which I've already expressed in the past that instead of pouring more and more money into maintaining a single huge Matrix server (and the costs will continue to rise, maintaining a huge platform for social interactions is only getting worse the more it scales) it would be simply more efficient to focus on better UX and ecosystem experience to distribute the userbase across many public servers.

This move in a way may make some creatures decide to change servers, but that will be at the cost of Matrix reputation and is not a specific goal with which those premium accounts are created.

Matrix continues to be a massive undertaking, and while I see the value in matrix.org server, I worry that the funds going into its maintenance could be better utilized by Matrix foundation by focusing in other areas that would favor further decentralization of the network.