Nightly is an app that automates the homework cycle for teachers by creating, serving, and grading assignments. It uses natural language processing to extract key concepts and generate questions from any text. Nightly then uses machine learning to improve as it observes which concepts and questions teachers choose to include. Assignments can be accessed by students without the need for onboarding, signup, or email, and answers are graded automatically. All this can be done with a few clicks, which saves teachers the time and effort they would normally spend composing documents and grading completed work.