The game asked me to check on Olivia while she was using her phone in the living room, but there was no word 'new' during the check. I could only play games with her and couldn't advance her story.
I'm starting the game soon maybe I can answer this then. However I have one idea, does this game even tell you if you can't progress in a story anymore?
I remember something weird about the game, either it was annoying in a way or this was one situation in which I was not sure if it forced Patreon or other things onto you in order to actually get any content like "if you want to make that choice subscribe or take the basic option".
I could be wrong but I remember it in a similar way.