Talk to another character, Emma for example, if an npc tells you the same thing every time, you may need to do something else, in order to advance with that character, talk to Emma when she is in the hammock near the pool at sunset, and invite her to take another ride on the bike. I think there needs to be a better description of what to do, I will improve it in the future, thanks for reminding me.
Regarding IA's, I'm not totally against them, if they make the work easier and fast, I've heard that the best use you can get out of them, is when you train them to copy your style and only use them as a tool to simplify the initial steps, then edit and modify things that don't make sense. If you know of one that is free and good, share with me the link or at least the name. I'll give it a try and if I'm convinced I might use it.