I'm on day 24 and I have hundreds of thousands of dollars. I think the only new dialogues to find are the ones that kill me. What I find myself doing is buying all the clothes store stock every day, just to try to get further reaction out of Anallette, going into town to try to find events that aren't there, and checking the bot for further dialogues. So, in summary:
-develop more Anallette plot
-develop more progressive conversations with the bot about who she is and how she feels and what she thinks about me, add things she does around the apartment
-remove filler dialogue like "the dad joke conversation"
-dont make my character so helpless. I don't like that my character is apparently too stupid to understand "stockmarket anomalies.
-when I choose to "help" my bot, I want to know what I'm helping her with, and I want to succeed at least sometimes