I want to create a list of extremely high quality entertainment in any medium. Don't worry about posting lesser known examples for fear of being judged; it's much better to risk your non-existent anonymous reputation than to have some grand gem fly under everyone's radar forever. I'll start with a few very basic descriptions.

TV:
The Prisoner (1967) - Psychological Thriller/Mystery
Extremely enjoyable and despite being made almost 50 years ago this show doesn't feel old at all.

Madventures - Travel Documentary
Two crazy Finns travel around some of the most dangerous and obscure places of the world without a film crew or protection. The first two seasons are in Finnish (but have English subtitles) while the third is in English.

Podcasts:
Yogpod (up to episode 45) - British/Comedy Gaming
The best and most witty dialogue between two friends I've ever heard. Anyone who's listened to classic Yogpod will agree that it's worth your time.

Youtube:
Accursed Farms - Gaming/Machima
Ross Scott is probably the most talented content creator on Youtube right now. All of his work is exceptionally good (especially Freeman's Mind) but Game Dungeon stands out, check it out anons.

Anime:
Tatami Galaxy - College Life (pic related)
Even if you don't like anime at all you will enjoy this.

That's all I have, post away /vip/.