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So, back when I was in high school, there were two edutainment games I used to play fairly regularly. They were made by the same company, and I believe they were from the same series. Both were math games. The first dealt with a bicycle race, where you'd have to pick the best route and the optimal gear ratio to make it to the finish. The main screen was an overhead view of the race area. The second game is a bit fuzzier in my memory, but I seem to recall it had something to do with building a swimming pool, filling it, etc., and it was all geometry based, dealing with area, perimeter, volume, etc.

Anyone got any clues?