A method and system of interactive tutoring is provided. A question is sent to a user device. Upon determining that the response does not correspond to a known correct answer, a concept map is identified and a cost function between the correct answer and the response is determined. Upon determining that the cost function between the correct answer and the response is above a predetermined threshold, the question is identified to be the origin. Otherwise, the response is identified to be the origin. A present academic proficiency of the student is determined. A difficulty boundary based on the academic proficiency of the student is determined. A next question is provided between the origin and the correct answer, based on the determined difficulty boundary of the student.