All sites are organized from easy (less difficult language and/or English support) to challenging.
People from around the world talking about school and education. (With listening quizzes & script.)
Videos related to Education (with listening and vocabulary)
Lectures and talks about education.
Check English scripts after listening once. Some have scripts in Japanese.
TED Ed Talks (with quizzes): Education
Japan Times Education
Practice Education Vocabulary on the Quizlet page or below