Amazon.com Inc. is legendary for trying to know everything about its customers. When it came to its entertainment unit and the executive in charge there, though, the company appears to have fallen down on the job.

Amazon Studios Chairman Roy Price abruptly resigned in mid-October after details emerged publicly of an alleged incident of sexual harassment.​ Since then, Amazon has made a series of management changes at the studio to address a range of concerns. Three of Mr. Price’s top lieutenants have been fired or left.

Interviews with current and former executives, as well as with producers who have worked with Amazon Studios, paint a picture of alleged misconduct by Mr. Price that goes well beyond the public allegations that appear to have played a role in his departure. In addition, business troubles were allowed to fester, some of these people said.

Mr. Price appeared inebriated at a number of professional functions, people who worked with him said, and Amazon executives had to help him into a cab on one occasion. He once suggested to a producer that they have an affair to help promote her series, and on two occasions made actresses so uncomfortable with his advances that colleagues had to move them away from him, said people who witnessed the events.

Some people in Hollywood also said they came to know Mr. Price as appearing aloof and often uninterested in the details of the multibillion-dollar business he ran for Amazon.