Systems and methods are directed to generating content that is contextually relevant in a writing style of a user. In example embodiments, a plurality of logical inputs regarding a topic is received in bullet point format. A content generator generates draft content using machine learning (ML) models. The generating comprises identifying a writing style of the user by applying the plurality of logical inputs to a first ML model, determining a context and direction for the draft content using a second ML model, and based on the plurality of logical inputs, the identified writing style, and the context and direction, generating at least one paragraph of draft content in the writing style of the user that follows an outline associated with the bullet point format and comprises a same context and direction as the plurality of logical inputs. The draft content is then presented at a client device.