Yahya Farooq Mohammad, 39, was one of four men including his brother arrested in September 2015 and charged for sending $22,000 to US-born cleric Anwar Al-Awlaki, a leader of Yemen-based Al-Qaeda on the Arabian Peninsula (AQAP).
Mohammad and two others traveled to Yemen in 2009 in hopes of hand-delivering the money to Awlaki, one of the most influential recruiters for Al-Qaeda. They did not meet him, but had the money delivered to him by a third party.
After they were arrested in 2015, Mohammad also tried to hire someone to kill the judge in his case, the Justice Department said.
"He threatened the safety of our citizens, a judge and the independent judiciary. Now he is being held accountable," said US Attorney Justin Herdman.
Mohammad came to the United States to study at Ohio State University in 2002. He married a US citizen in 2008.
The inmate connected Mohammad with an assassin who was in fact an undercover FBI agent. A member of Mohammad's family paid a $1,000 down payment to the "assassin."
He pleaded guilty in US federal court in Toledo, Ohio to one count of conspiracy to provide and conceal material support or resources to terrorists and one count of solicitation to commit a crime of violence.
In a plea deal, Mohammad agreed to 27.5 years in federal prison, after which he will be deported.
The three other men arrested still face trial. All pleaded not guilty to the charges.