Visible crew/equipment: When Sam, Carla and Diane are in Sam's office and begin laughing Coach walks in, laughs for a few seconds, and leaves. Right after that the obvious shadow of a piece of equipment (probably a camera) passes across the floor in front of Diane. (00:22:15)
Visible crew/equipment: The very first shot after the opening titles shows cars driving in front of the bar. If you look at a brown car that drives past, you can see the director sitting in the director's chair, reflected on the car. (00:03:00)
Give Me a Ring Sometime - S1-E1
Visible crew/equipment: When Sumner goes to the back to make a phone call, we can see a crew member sitting on a wooden chair with a camera beside him and a few more people in the distance. (00:04:30)
Answer: Here is the source of the "WE WIN" photo: http://www.oldnycphotos.com/nyny587ac.html Brooklyn, of all places.