Regularly (every 20m) scrape a sailing boat reservation website, extract the current schedule from a graphical calendar, and depending on the result, send an email notification.
Alert when there is availability-- particularly on the weekends-- within a 36 hour window when creating a reservation doesn't impact the member's monthly allotment.
This app will be built and run within a heroku based Python account. It should be able to run unattended at minimal to zero cost indefinitely.
The app should send a heartbeat email every week, just prior to the weekend window, so that I know it's still running.