Emraan Ali and Jihad Ali

Emraan Ali (born July 4, 1967) and Jihad Muhammad Ali (born November 30, 2000) are an American father and son who traveled to Syria with their family in March 2015 to join the Islamic State of Iraq and the Levant. Emraan's wife's sister and her family also joined ISIL. Both Emraan and Jihad surrendered in 2019 and were repatriated to the United States in 2020 and charged with material support violations related to their ISIL membership. Emraan pleaded guilty to conspiring to provide material support to a designated foreign terrorist organization and was sentenced to 20 years in federal prison. Jihad was found guilty of the same charge and sentenced to five years in prison.

Emraan and Jihad were members of a large extended family, fifteen of whom joined ISIL. In 2023, Emraan's father-in-law, Nazim Mohammed, said he had not received word from most of his relatives since their departure for Syria and feared many of them were dead. The disappearance of so many of Nazim's family members, including Emraan and Jihad, into the Islamic State is also discussed in Simon Cottee's book Black Flags of the Caribbean: How Trinidad Became an ISIS Hotspot.

Life before ISIL Emraan was born in Trinidad and Tobago on July 4, 1967, and moved to New York in the United States on January 9, 1991. He was naturalized as an American citizen in 2007. In around 2008, he moved back to Trinidad and Tobago. He was married to Sulaimah Abdul Aziz Mohammed. Sulaimah's father, Nazim Mohammed, was a former member of Jamaat-al-Muslimeen and an imam who owned and ran the Boos Settlement Muslim community, which had thirty houses and a mosque in Rio Claro, Trinidad and Tobago. The majority of Trinidadians who joined ISIL lived on or near the Boos Settlement. Emraan and Sulaimah had five children together, and one stepchild. Sulaimah is not his mother.

In December 2014, Emraan found out his wife's sister, her husband, and their three adult daughters had all traveled to Syria.

Between July and November 2015, Emraan and Jihad both got military and religious training in Raqqa, ISIL's Syrian capital. Emraan took the nom de guerre Abu-Jihad al-Trinidad al-Amriki. Jihad's nom de guerre was Abu Dujanah al-Amriki, but he also used the name Abu Dujanah al-Hindi. Both had the designation "TNT" applied to their names, for Trinidad and Tobago. Thereafter he worked in residential construction. He also made money buying and selling livestock, cars, phones, weapons and weapons accessories, and as a hawla broker for other Trinidadian ISIL fighters. Nazim said he'd asked the ISIL fighter to leave the mosque after he displayed "disobedient" behavior unbecoming of a Muslim. He denied being an ISIL recruiter or propagandist and said, "I am on truth and what I am concerned about are American policies and these so-called superpower policies. The world would be better off without these people. My daughter went there. I never knew that. Until a week after she rang and she told me she was in so and so place." Simon Cottee discusses Nazim, the Boos Settlement and the disappearance of so many of Nazim's family members, including Emraan and Jihad Ali, in his book Black Flags of the Caribbean: How Trinidad Became an ISIS Hotspot.

In late 2017, when the Syrian Democratic Forces retook Raqqa, the Ali family moved. They had to move again several more times as the Islamic State lost territory. In Hajin, Emraan was tasked by ISIL with constructing a community well. In September 2018, the US Treasury Department designated Emraan as one of two terrorist financiers working on behalf of Caribbean ISIL fighters. Nazim in Trinidad spoke to the press at that time and said he hadn't heard from Emraan since the family left for Syria years earlier. In March 2023, Emraan pleaded guilty to conspiring to provide material support to a designated foreign terrorist organization. He was sentenced to 20 years in prison. Jihad was sentenced to five years in prison.