#8: Best: Michael Scott, The Office
Say what you will about him, but there was no way Michael Scott wouldn’t make this list. The Office has reached cult-classic status with so many iconic scenes entering pop culture and our hearts. The Office’s mockumentary style of a paper company in Scranton, Pennsylvania, gives a full cast of colorful characters who make the mundane absolutely hilarious.

Now, this may be somewhat of a controversial choice, but we think Michael Scott falls under the Best Boss category. At the end of the day, he’s a loveable character with naive immaturity and charming cluelessness that sometimes results in inappropriate comments. Despite this, he has a genuine love for his team, which is felt throughout the show.