Jair Nilton Cardoso, 30, went up to the fourth floor of the Manhattan building where 18-year-old Malia is currently interning, held up a sign, and starting shouting that she should marry him on April 10, sources told the New York Daily News.
Malia's Secret Service agents quickly kicked him out of the building.
But he returned just two days later on Wednesday, April 12, and followed her out of her other interning job, in the West Village.
Agents in plain clothes noticed Cardoso pretending to be blind while watching the teen from across the street.
The agents quickly surrounded the stalker, who was dressed in a Rastafarian cap, and interrogated him for nearly an hour, while Malia sneaked out of the offices of Weinstein Co, through a side door.
In photos from the scene, the agents are seen giving the man what appears to be a stern talking to as they warned Cardoso to stay away from Malia, the daughter of former president Barack Obama and first lady Michelle.
They also recognized him as have repeatedly tried to enter White House in the past. The agents stopped Cardoso, making him fill out paperwork and took his picture before ordering him to leave the area.
Agents searched Cardoso's apartment Flatbush Avenue, in Brooklyn the following day, and interviewed the 30-year-old.
The stalker was then detained and taken to a Brooklyn hospital for a psychiatric evaluation, sources said.
The Secret Service have now reported Cardoso's behavior to a local police station and authorities are now considering whether to file stalking or harassment charges against him.
The eldest daughter of former President Barack Obama is currently spending the spring interning at the film production company.
The 18-year-old is set to start school at Harvard College in the fall. Before taking the internship, the aspiring filmmaker spent the fall traveling South America.