I'll give it a shot...
Kim had trouble getting the ship out of spacedock--after seven (virtual) years, the simulator was still running, with no progress forward
Paris made an analogy to 1950s automobiles that none of the other cadets got, and which failed to impress the virtual Klingons
Torres immediately ordered ramming speed, because the way the Klingon commander ordered her to surrender reminded her of her rigid, inflexible mother
Tuvok didn't take the Kobayashi Maru, but managed to come up with a solution that still brings a tear to everyone's eye
Chakotay fell asleep in his chair, and no one noticed until the Klingons launched a full spread of photon torpedos, destroying the ship. The Klingons were so enraged at having wasted their time with such an unworthy foe that they attacked a nearby Federation outpost, precipitating a violent, decades-long war
Janeway let her hair down, made that resolute face, and stuck to her guns so persuasively that she ended up being given command of the Klingon ship--before the computer sent an armada of 12 more ships to finish the job. She went down grimacing, though.