[ElizabethN]

Just curious, but do you have metadata management set to automatic?

"If metadata management is set to automatic (preferences, send to device, metadata management), then the titles will be updated the next time you connect your kindle. If metadata management is set to something else, then you must resend your books."

I have this quote saved in my "calibre preferences document (older age, you know)" - it's from one of the calibre wizards, chaley I think.

p.s. - I also had to resend books when I decided to edit my plugboard template for the series format; automatic apparently didn't handle changes in plugboard expressions for files previously sent. Or I was too impatient to wait for updates to happen.