And now, the 59-year-old media mogul has her sights set on Lamar Odom, TMZ reports.
There would certainly be plenty to discuss with the 33-year-old, such as his troubled marriage to Khloe Kardashian, alleged drug use, and the current state of his basketball career.
Will it happen? Oprah Winfrey, right, is reportedly trying to snag an interview with Lamar Odom, left
It is a positive step for the star who was also spotted lunching with friends this week 'looking really good' according to UsWeekly.
The publication claim Lamar was seen having a leisurely lunch in Glendale on Tuesday, wearing his wedding ring, and was generally in good spirits.
The NBA star - who played with the Lakers two years ago and wants to rejoin - met with the Los Angeles team on Tuesday to discuss his future.
TMZ reports that 'things went well' with the Lakers executives, though nothing has been set in stone yet.
This was a big step for the athlete, who most recently played with the Clippers, as he has been knee-deep in several scandals that have been holding him back.
Looking better: The NBA player appeared
healthier as he stepped out for dinner with friends at Gavar Cuisine in
Glendale, California on Tuesday
Lamar was reported to have had affairs with at least three different women, including attorney Polina Polonsky.
Then, there were claims he was using cocaine, among other drugs.
And in August, he was arrested for a DUI after driving too slowly on an LA freeway and refusing to take a chemical test.
Oh the places the interview could go... Lamar has plenty to discuss, such as his troubled marriage to Khloe Kardashian, right
He also moved out of the Tarzana house he shared with his wife of four years, Khloe.
Though, both have still been seen wearing their wedding rings as they lead separate lives.
But, fuelled by willpower and his passion to return to the court, the reality TV star - who turns 34 on November 6 - is said to have turned his life around by cutting off drugs cold turkey.
Lamar is also said to have ceased relationships with most of the peers he was doing drugs with.
This wouldn't be his first rodeo... Lamar (and Khloe) sat down with Oprah last June during a Kardashian special
The Khloe & Lamar star has a history with Oprah, previously connecting with her during a Kardashian special that aired last summer.
And though he's been hesitant to open up in a raw interview, the basketball player would be 'game if the conditions are right,' claims TMZ.
There have reportedly been some serious discussions already, and it would be the perfect opportunity for Lamar to clear the air and set the record straight if he wishes to do so.
This wouldn't be his first rodeo... Lamar (and Khloe) sat down with Oprah last June during a Kardashian special
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