I recall reading the book about the Kobyashi Maru stories. I'm not sure if it was the same book as "Tears of the Singers"?
Might be this one?
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That would be it.
God that was such a long time ago.
They all had interesting ways of cheating.
As I recall, only Kirk cheated. Scotty fought the Klingons using tactics never seen before. I recall in one round against four Klingon ships, he beamed out a container of antimatter into space in front of the Klingon ships. Then as they approached the container, Scotty beamed back just the container, leaving behind the anti-matter, which destroyed the four Klingon ships. But then the simulator popped in eight Klingon ships and Scotty gave up.
Another player--I think it was Sulu--simply refused to assist the Kobayashi Maru because it had drifted into the neutral zone. He failed the test, but he didn't lose his ship, and Kirk was giving Sulu the side-eye for the rest of the novel because of how cold Sulu could be.
I think that was what made Kirk so "special" or ballsy, depending on your view. He was the only one to win the scenario, but only by hacking the program beforehand to have the Klingons defect to Kirk.
That's what I recall, anyway. It's been decades since I read it, but I recall enjoying it quite a bit.