The jesters that immediately come to mind for me are Wit from Storm light Archive, and then The Fool from Farseer, and each of them had the freedom to do whatever they wanted. It seemed like a nice gig, but you got a earn it.
this post was submitted on 22 Jun 2025
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Holy shit, these were the exact same two I was thinking about. Fool or Fool-like characters that know way more than they ever let on
[off topic?]
The Queen's Fool by Phillipa Gregory. The story of Bloody Mary, told through the eyes of one of her fools. The fool is a Jewish woman who has visions. Very well researched novel.
Thanks for that, it's going to be my next book Club suggestion
All trumps most trusted advisors are jesters. They're just not funny jesters.
I think an actual jester would have been more like keeping a little Weekend Update around you all the time. A White House Correspondent's Dinner.
There are two real paintings that are perfect for this template:
Stańczyk by Jan Matejko
and
The court jester by Claude Andrew Calthrop
Ahh, another perfect chance to link to my favourite role model of history: Roland the Farter
I wonder whether his descendants are still in the upper strata of the aristocracy, managing an ancient pot of money from a yacht in Monaco or a small, high-ceilinged office in Geneva, the logo of their private bank paying tribute to their fortune’s history with a well-hidden fart joke.
It's so unfair that I'll never get to be a medieval flatulist
You could be a contemporary one though. Dream on stranger
Not without consequences. One jester named Triboulet pissed off King Francis I and had to pick how he would be executed. He chose old age and was exiled thereafter.
And he did die of old age, at 56. Well, old age for the time.
Legendary move
He could have been imprisoned for life, I think that went well.