While it's been almost six years, the American version of The Office has remained one of the most endearing TV comedies of the late 2000s and early aughts. A lot of that is thanks to Steve Carell's portrayal of the insanely inappropriate regional manager of Dunder Mifflin, Michael Scott. Sure, he departed from the series in season seven, but he left some truly wince-worthy memories that we just can't erase. That's why we watch, however, so if you're looking to watch some awkward comedy on Netflix, we've listed the cringiest Michael Scott moments from The Office.