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Tear Jerker: The Thick of It
Seeing Malcolm comfort Sam in Season Three.
Malcolm's gradual deterioration throughout the season.
Ollie's Face-Heel Turn in Season Four, from helping Malcolm sabotage Nicola, to utterly betraying Glenn, made worse by the moments when he seems to be uncomfortable before he just keeps going.
Made even worse by the fact that he appears to be crying in 4.04 after ruining Nicola's career.
Malcolm's career falling apart in seasons three and four.
Glenn's breakdown in Spinners and Losers.
The look on Terri's face when Glenn calls her useless. She was probably the only person in the office that liked him and looks very hurt by it.
Watching Nicola's many failures, and the cruel treatment she receives from Malcolm throughout the series.
Especially the heartbroken way she says "You're not gonna try and talk me down off the ledge, are you? Because I'm so tired, and the pavement just looks like a warm, splatty bed right now" to Ollie after Ben resigns.
In season four, Glenn's efforts to try and get back into the party, and the way Malcolm turns a begging Glenn down and Ollie just watches.
At the Inquiry, the way Glenn apologizes for bringing Ollie into politics.