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Q&A Chessmaster type characters?

I want to try writing a character that is able to seemingly be one step ahead of their opposition, and is able to turn all outcomes into an advantage, no matter if it seems disadvantageous, but has...

1 answer  ·  posted 7y ago by Axicia‭  ·  last activity 4y ago by System‭

#3: Attribution notice added by user avatar System‭ · 2019-12-08T06:47:51Z (over 4 years ago)
Source: https://writers.stackexchange.com/q/29327
License name: CC BY-SA 3.0
License URL: https://creativecommons.org/licenses/by-sa/3.0/
#2: Initial revision by user avatar Axicia‭ · 2019-12-08T06:47:51Z (over 4 years ago)
I want to try writing a character that is able to seemingly be one step ahead of their opposition, and is able to turn all outcomes into an advantage, no matter if it seems disadvantageous, but has a trickster-like behavior and is able to turn any situation to their advantage with 'plans' that always seems to teeter in the edge of failure but actually working, and able to make/simplify plans on the fly, a trickster-chessmaster, for lack of better word.

Said character is supposed to also look really goofy and foolish on the outside, as well.

Is there any tips/tricks to writing this type of character? The story is going to be set in a world similar to the real world, so I cannot use "abilities".

#1: Imported from external source by user avatar System‭ · 2017-07-23T13:01:32Z (almost 7 years ago)
Original score: 2