I have a skill that is used every Friday that looks at multiple sources, EAA chapters, social flight, FB, local news,,… to look for events on the following Sat Morning within 150 NM. It also considers local restaurants at and close to airports. It looks at multiple sources for weather forecasts on Saturday and makes a primary and 2 back up recommendations. The skill maintains a running list of previous recommendations and tracks where we have been recently to keep it fresh. The recommendations all are cited and justification is provided to support the decision logic. I get an email at 1 pm on Friday that I use to start the dialog with our airport gang.