With his final offer of clemency, Obama brought his total number of commutations granted to 1,715, more than any other president in U.S. history, the White House said. During his presidency Obama ordered free 568 inmates who had been sentenced to life in prison.
"He wanted to do it. He wanted the opportunity to look at as many as he could to provide relief," Neil Eggleston, Obama's White House counsel, said in an interview in his West Wing office. "He saw the injustice of the sentences that were imposed in many situations, and he has a strong view that people deserve as second chance."
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For Obama, it was the last time he exercised his presidential powers in any significant way. At noon on Friday, Obama will stand with President-elect Donald Trump as his successor is sworn in and Obama's chapter in history comes to an end.
Even as Obama issued the commutations, the White House had been mostly cleared out to make way for Trump. In between carrying out their last duties, the few remaining staffers were packing up belongings as photos of Obama were taken down from the walls of the West Wing corridors.
The final batch of commutations - more in a single day than on any other day in U.S. history - was the culmination of Obama's second-term effort to try to remedy the consequences of decades of onerous sentencing requirements that he said had imprisoned thousands of drug offenders for too long. Obama repeatedly called on Congress to pass a broader criminal justice fix, but lawmakers never acted.
For Bernard Smith, it's a long-awaited chance to start over after 13 years away from his wife and children.
Smith was working at a restaurant in Maryland in 2002 when his brother asked him to obtain marijuana for a drug deal. Though it was his brother who obtained the crack cocaine that the brothers then sold along with the marijuana to undercover officers, Smith was charged with the cocaine offense, too.
His 22-year sentence was far longer than his brother's, owing to what the court called Smith's "extensive criminal history" prior to the drug bust. Smith still had 10 years on his sentence when he was notified Thursday that the president, on his last day in office, was giving him another chance.
"He's looking to turn his life around," said Michelle Curth, his attorney. "He's a good person who, like so many people, got involved in something he's been punished for already."
Curth said that Smith had learned his lesson and owned up to his crime - he asked for a commutation, she noted, not a pardon, which would have erased the original conviction. She said Smith hopes to get licensed in heating and air conditioning maintenance and has lined up family members to help with his adjustment.
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But freedom for Smith is still two years away. Rather than release him immediately, Obama directed that he be set free in January 2019 - two years after Obama has left office - and only if Smith enrolls in a residential drug treatment program.
To be eligible for a commutation under Obama's initiative, inmates had to have behaved well in prison and already served 10 years, although some exceptions to the 10-year rule were granted. They also had to be considered nonviolent offenders, although many were charged with firearms violations in relation to their drug crimes.
Obama personally reviewed the case of every inmate who received a commutation, often poring over case files in the evenings or calling his attorneys into his office to discuss specifics. Although a backlog of cases remains as Obama leaves office, his administration reviewed all applications that came in by an end-of-August deadline, officials said.
Eggleston said Obama had been particularly motivated to grant clemency to inmates who had turned themselves around in prison. He said one inmate had trained and obtained a commercial driver's license through a prison program, despite having a life sentence that all but assured he'd never get to use it.
"The ones who really stuck home for the president and me are the ones who got their GED, they worked, they took courses in anger management, they took courses in getting over drug abuse issues, they remained in contract with their families," Eggleston said.
Obama has long called for phasing out strict sentences for drug offenses, arguing they lead to excessive punishment and incarceration rates unseen in other developed countries. With Obama's support, the Justice Department in recent years directed prosecutors to rein in the use of harsh mandatory minimums.
Earlier in the week, Obama commuted most of the rest of convicted leaker Chelsea Manning's sentence, arguing the Army intelligence analyst had shown remorse and already served a long sentence.
Yet Obama will leave office without granting commutations or pardons to other prominent offenders who had sought clemency, including accused Army deserter Sgt. Bowe Bergdahl and former Illinois Gov. Rod Blagojevich. He also declined to pardon former National Security Agency contractor Edward Snowden.