Do I need to disable Answer Bot for the Web Widget in order to allow proactive Chat trigger messages to send to my customers?
Depending on your use case, you should not need to disable Answer Bot. If the customer does not interact with the widget before the Chat trigger is set to fire (and the conditions allow it to fire), the message will send to the customer as normal. They will still be able to access other widget features by hitting the back arrow.
For example, if you have a trigger that sends a proactive greeting to a customer after they are on your website for thirty seconds, the message will send after thirty seconds as long as they are not utilizing other widget features.
See this article for more information: Targeting key visitors with proactive chat.