The Sinner Files break down the illustrious career of Southie representative, Matt Damon, whilst throwing him in a cage match with the career of teen heart melter, Leonardo DiCaprio. Topics include appropriate ways to mourn 9/11, the merits of placing a certain All Saints song in every movie ever made, and how a Southie boy saved China. Highlights:

• Catch Up Trailer - 2:02
• What's The Story? - 3:02
• Tidbits - 56:34
• Top 5 - 1:04:34
• Made Up Sequel - 1:07:45