When "Nature Boy" Ric Flair was invited back to work with the WWE at the old school "WWE Monday Night Raw" episode, it was his first time back with the company since last August. According to PWS on Jan. 22, it was Triple H who worked to get Flair invited back to the WWE.
The reason that Flair was basically kicked out of the WWE to begin with was because of the Summerslam and WWE 2K14 event where Flair allegedly went off on a tangent about a number of non-PG rated things during a panel of superstars.
Someone in the WWE accused Flair of being drunk, although that was just one person's opinion and was never collaborated. What happened at the event, which included Flair talking about TNA Impact Wrestling and his own son's drug overdose and death, caused the WWE to stop communication with Flair and basically fire Jim Ross, who hosted the event.
After that happened, Triple H reached out to his old friend and mentor Flair and told him that he needed to get help and deal with his issues. Triple H explained that if Flair didn't deal with things, that he would be completely cut off from the WWE.
Since that conversation, Flair has been working on his issues over the past few months, and as a result, the WWE is willing to work with him again. According to WWE rumors, this new agreement is on a "case-by-case" basis. His appearance on "WWE Monday Night Raw" went so well that he has been invited back as a guest expert for the "Royal Rumble" pre-game show.