Did you take up his one night offer? If you did then you won't see him again. Here's a summary for Kaede, hope it helps.
Kaede's
route – Turn on cheat
*You must win the Seiyuu award for this route
1. Have a drink at the pub then take up pub part-time job
2. Refuse to have a one night stand with him
3. Take him to a hotel after a few scenes for drunk confession
4. Take on one more pub part-time job scene where he doesn't come to the pub anymore
5. Accept talk show job in December.
6. On 11 December, attend talk show then call out to him