Many Chat Automation

I need help with manychat automation. I've already started on the automation myself. I keep running into issues. I decided to look for an expert. The issues I'm running into - Chat is restarting when I've already had a conversation with customer. - Ai step doesn't start always start up to ask questions. - Since i'm hiring an expert i would like some more automation like follow ups and other ai steps. Other AI Steps - Once I manually reply have the ai pick up a keyword for example if they see "$" its knows an offer was sent. If they don't reply within 15 min ask Are you interested? then in another hour send a "?" for example -If offer is accepted have Ai step ask what day they are available. My flow is simple. Please see attached picture of the flow.