The "Watchdog Expiration: System 1, User 0" error is common when the robot changes modes (i.e. from autonomous to teleop). Don't worry too much about those unless you get a lot. It might be a problem with the communication between the driverstation and robot. Try connecting the driverstation over ethernet and try a different computer running the driverstation application. This can help solve the problem because the teleop loop is affected by incoming packets from the driverstation, so if you have a bad network connection, the
watchpuppies will trip (which would cause the "Right and Left motors" not running fast enough error you experienced).
On a semi-unrelated note, I would guess that watchdog errors were not the cause of your robot not running for a match last season. When a watchpuppy is tripped, your robot will only stop for 1(?) second or so and then function again (or until the next watchdog error). Disclaimer: not so sure on that last point...
EDIT: some other threads regarding watchdog errors. Maybe you'll find something else helpful there:
http://www.chiefdelphi.com/forums/showthread.php?t=92090
https://decibel.ni.com/content/thread/9070
https://decibel.ni.com/content/thread/5752
https://decibel.ni.com/content/thread/5951