The modern invention of the “Lovable Losers” moniker makes little sense in historical context when the Cubs became only the second franchise to reach 11,000 wins and the overall franchise record has NEVER dipped below the .500 mark.

91 | Jon Lester's Championship Legacy Major League A*Holes: IN THE HOLE

The $hit$how To End All  $hit$hows enters its eighth week as the owners' Lockout shows no sign of ending soon  |  Eight potential trade targets to solve the #WhiteSox 2B issue  |  Will Jon Lester go into the Hall of Fame with a #RedSox or #Cubs logo on his plaque?  |  Every writer who voted for David Ortiz but not Barry Bonds earns our Asshole of the Week dishonor
  1. 91 | Jon Lester's Championship Legacy
  2. 90 | 2021 Asshole of the Year
  3. 89 | Congrats, Owners —  You Got Your Fucking Lockout
  4. 88 | Tigers are DOMINATING the Off-Season
  5. 87 | Post-Postseason News Explosion!