A pointing information extraction unit extracts pointing information indicating a pointing position and a pointing time on a slide from a slide file used in a lecture and a video file of a lecture video using a pointing device. A word information generation unit analyzes a text sentence extracted from the slide file to generate a word information file indicating a word and a position thereof. A word pointing information generation unit estimates a word closest to the pointing position on the slide to generate a word pointing information file with the pointing time assigned. A fill-in-the-blank word extraction unit extracts a word having a pointing time equal to or longer than a predetermined time from the word pointing information as a fill-in-the-blank word file. A fill-in-the-blank test question is generated by setting the fill-in-the-blank word of the slide information as a blank region.