Hi Giancarlo,
First, I think Phil was asking about having updated the local FlightLogger data (which is not the same as updating the software itself). This is what that button does: downloads current aircraft and fleet information from the server.
Upgrading the software version does not automatically update data too.
So, if your flight does not appear in the list, it's possible it was not downloaded after it has been created on the server. Use the "update" button, check you get a "success" message (the operation takes a few seconds or tenths of seconds), and try selecting the flight again.
As to your second question, it is possible to "release" a booked flight from the web site, ProPilot section, Pilot Information page. As soon as you released the previously booked flight, you can book another one.
Hope this helps.
Andrei