For the second question, try going to Settings and click on Alerts. I can usually find a bit more detailed info on what Plex is looking at there. It’s right under Dashboard, if you get to the dashboard from the heartbeat icon in the upper right corner.
For the first question, it may be a corrupt date for when the file was added. I’ve heard of someone who had a movie that Plex thought was added far in the future. Since its date was higher than the current date, it stayed at the front of the “recently added” section. Try to plex dance the file to clear that up.
