Anwar al-Awlaki’s youngest brother, Ammar, was nothing like him. While Anwar embraced a radical interpretation of Islam and preached jihad against the United States, Ammar was pursuing a career at an oil company in Yemen. Ammar was Canadian-educated and politically well connected. He dressed in blue jeans, wore hip Armani eyeglasses and sported a goatee. His hair was slicked back, and he had the latest iPhone. In February 2011, Ammar told me, he was in Vienna on a business trip. He had just returned to his hotel after sampling some of the local cuisine with an Austrian colleague when the phone in his room rang. “Hello, Ammar?” said a man with an American accent. “My wife knows your wife, and I have a gift for her.”
Ammar went down to the lobby and saw a tall, thin white man in a crisp blue suit. They shook hands. “Can we talk a bit?” the man asked, and the two sat down in the lobby. “I don’t actually have a gift for your wife. I came from the States, and I need to talk to you about your brother.”
“I’m guessing you’re either FBI or CIA,” Ammar said. The man smiled. Ammar asked him for identification.
“Come on, we’re not FBI, we don’t have badges to identify us,” the man said. “The best I can do is, I can show you my diplomatic passport…. Call me Chris,” the American added.
“Was that your name yesterday?” Ammar replied.
Chris made it clear that he worked for the CIA. He told Ammar that the United States had a task force dedicated to “killing or capturing your brother”—and that while everyone preferred to bring Anwar in alive, time was running out. “He’s going to be killed, so why don’t you help in saving his life by helping us capture him?” Chris said. Then he added, “You know, there’s a $5 million bounty on your brother’s head. You won’t be helping us for free.”
Ammar told Chris that he didn’t want the money, that he hadn’t seen Anwar since 2004 and had no idea where he was. The American countered, “That $5 million would help raise [Anwar’s] kids.”
“I don’t think there’s any need for me to meet you again,” Ammar told Chris. Even so, the American told Ammar to think it over, perhaps discuss it with his family. “We can meet when you go to Dubai in two weeks,” he said. Ammar was stunned: his tickets for that trip had not yet been purchased, and the details were still being worked out. Chris gave Ammar an e-mail address and said he’d be in touch.
Ammar returned to Yemen and talked to his mother. “You stop it. Don’t even reply to them, don’t contact them again,” she said. “Just stop.” When Chris began e-mailing him after their meeting, Ammar didn’t respond.