Analysing a chess game at different positions

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How do the engines and the players say if a side is winning or not? What are the key factors they consider while assigning a score to each side?

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A full answer to this question is pretty complicated. But two simple factors are:

* Material: who has more and stronger pieces on the board? A typical weighting system is pawn = 1, knight/bishop = 3, usually with the bishop weighted slightly more, rook = 5, and queen = 9, though this can vary. If I’ve traded one of my rooks for two of your knights, I am at a slight advantage: I’ve captured 6 points to your 5.

* Tempo: whose pieces are in a position to be more active? For example, a queen or bishop near the center of the board has more freedom of movement than one near the edge. A rook that is out in the open has more freedom than one walled behind pawns.

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