I found it. We had the WP/Woo cron disabled and enabled the cron in our server less often (There were many server spikes since some WP/Woo cron runs with every page load.). After enabling it again to run through WP/Woo and going to the order edit page, it will then save to the table. sigh.

If the spikes return, we'll need to figure out how to get this table working with the WP/Woo crons running on our server.