Complete two days on Easy Street.
Obtain a score of 8000 or more during an Xbox Live Co-op match.
Pick up 5 bundles of newspapers in one life.
Break 30 windows in one day during an Xbox Live Co-op match.
Finish the training course two days in a row during an Xbox Live Co-op match.
Get a score of 3000 points or more.
Deliver newspapers to every subscriber on a Monday.
Deliver 7 or more newspapers in one day on Hard Way.
Complete one week on Easy Street.
Win an Xbox Live versus match whilst also obtaining a breakage bonus of 2000 in one day.
Finish a single day in 60 seconds whilst also delivering 5 or more newspapers to someone's door.
Complete 2 days on Hard Way.