I encountered the same issue. It seems to be a bug after the update.

Hello, this is Heroines Through My Lens team.

Thank you for reaching out to us regarding the Kang Hye-won Master mission. We understand how challenging it can feel when you are trying to clear a specific mission and progress further.

However, to preserve the intended gameplay experience and avoid spoilers, we are unable to provide direct hints or solutions for this mission. We kindly recommend trying different routes, making alternative choices, and exploring various story paths, as these can lead to different outcomes.

We hope you enjoy discovering the story and its possibilities through experimentation. If you encounter any technical issues or believe something may not be working as intended, please feel free to let us know.

Thank you for your understanding and continued support.