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Just to add to what Sharkus explained so well. I have found that sometimes my kobo will not sync properly after it has been in sleep mode and often requires a proper turn-off/turn-on (power recycle) before it will sync properly (even though the screen messages would have you believe that it's updating).
Also if you have not actually set up your wi-fi connection on your Kobo and your wi-fi has any security settings such as a WPA password you will need to find and enter that upon first connection.
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