Complex sentence: Originally, the tying players each picked a playing card from a set of eight, with the highest value card winning; these were later replaced by cash amounts from $100--$800, again with the highest amount winning.
Split into simpler sentences: Originally, the tying contestants each picked a playing card from a set of eight, with the highest value card winning. These were later replaced by cash amounts from $100--$800, again with the highest amount winning.