Love and Obama are also seasoned travel teammates. According to a group of researchers at ABC News, they have flown some 880,780 miles together since the start of the presidential campaign. When two people spend that much time together, they're bound to get on each other's nerves. So, what does Obama do that makes Love's skin crawl?
"The thing that used to kill me is that the guy loves to ride around with the AC off in the summertime," Love said. "And I get hot. I start sweating. And I'm like, it's 80 degrees in this car. I'm going to pass out."
Only when beads of sweat begin to roll down Love's face will Obama relinquish his presidential powers and agree to use the air conditioner.
The stifling car rides aside, Love admits he landed a dream job, one that comes with a front-row seat to history – literally. So why on Earth is he leaving to become a student? The demands on his time, he said, were becoming too great ever since he started taking classes on a part-time basis at Wharton earlier this year. When Obama gave a speech at the White House Correspondents' dinner in April, hours before the U.S. launched a raid on Osama Bin Laden's house, Love was off studying for a midterm.
Still, the decision to leave the White House for a classroom was extremely difficult. Before making it final, Love consulted with his closest colleague.
"I said, 'Mister President, I just wanted to get your advice and your opinion on this. I'm thinking that maybe I need to spend more time focusing on school and taking some time off of here,' " Love said. "And he was very supportive of it."
Asked to describe what his last day might be like, Love seemed to get emotional. He later said he planned to regularly keep in touch with Obama and might just drop by the White House one day to have lunch with him.
Love said he felt fortunate to be a "very long passenger on an amazing ride." But it's the mundane things about the job he will cherish most. On most nights, as Obama leaves the Oval Office for the second-floor residence, he pops his head into Love's office for a quick briefing on the next day's schedule and then says goodnight.
"I know definitely I'm going to miss that," Love said. "He's been like big brother to me, a mentor. I've learned so much about life from him. I've spent most of my adult life working for him, so it's going to be a challenge. A pretty big challenge."