Anthropic ARR went $1B -> $4B in the first half of this year. They're getting my $200 a month and it's easily the best money I spend. There's definitely something there.
But productivity software in general, only a few large companies seem to be able to get away with it. The Office Suite, CRM such as SalesForce.
In the graphics world, Maya and 3DS Max. Adobe has been holding on.