Several authors have considered the question of how best to arrange the numbers around a dartboard, for example see Eiselt and Laporte[2]. Bearing in mind that the game of darts requires players to aim at particular sectors of the board, and that reasonably good players tend to hit either the desired sector or the adjacent one, then it seems reasonable to direct attention to numbers on adjacent sectors.
Suppose we decide that the bigger the difference between numbers of adjacent sectors, the bigger the risk to the player, and so the more exciting the game of darts. Then one reasonable measure of the "excitement level" of a dartboard is the sum of the differences between all pairs of adjacent numbers. Another alternative measure that particularly emphasises bigger differences is the sum of the squares of the differences between all pairs of adjacent numbers. The standard dartboard (below left) does pretty well with respect to both of these measures, but is not the best possible. The arrangement illustrated below right, is an optimal arrangement for both measures of excitement.
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The arrangement above right was produced by a greedy algorithm. This algorithm will work for any collection of numbers (not just the standard 1 ... 20, and it doesn't matter whether some numbers are duplicated), and is performed as follows:
Hmm. Well. It may be the most exciting dartboard mathematically, but somehow the symmetry of the whole thing is a bit boring, really, compared to the original!
This work has been written up as a paper [1], where you can get the full details.
[1] S. A. Curtis:
Darts and Hoopla Board Design
[2] H. A. Eiselt and Gilbert Laporte:
A Combinatorial Optimization Problem Arising in Dartboard Design
Journal of the Operations Research Society, Vol. 42, No.2,
1991, pp. 113--118