1. GG: Watch Free to Play to the end.

2. Missing: Watch all the Extended/Deleted Scenes to the end

3. Care: Watch all the making of Scenes to the end

4. Well Played - Dendi: Listen to Dendi's Commentary Track

5. Well Played - Fear: Listen to Fear's Commentary Track

• You don't have to watch the entirety of the clips to pop the achievements - once the video starts skip as far to the end as it will let you, you'll have to watch for a couple minutes max.
  
  
• If you're having trouble finding the audio tracks, this screenshot should help!