And now that Woods has parted with another of his friends, longtime caddie Steve Williams, Barkley has run out of patience.
"It's been very frustrating to watch everything that has transpired," Barkley said Wednesday on ESPN New York 1050's The Mike Lupica Show, "and getting rid of Steve Williams was probably the last straw for me."
Barkley, known for his opinionated and at times controversial takes, minced his words when speaking about Woods on Wednesday. While he wished Woods "the best" with the WGC-Bridgestone Invitational on tap for Thursday, and said he will always love Woods like a brother, Barkley said he's disappointed with Woods. He said they have not talked since Woods' infamous November 2009 car accident, which was the flashpoint for the revelations of Woods' extramarital affairs and eventual divorce.
"You think you're friends with a guy. You talk to him once a week for 15 years. You're like, this dude is my friend, we do things, we have fun together," Barkley said. "I haven't talked to him in two years and I'm wondering what the hell is going on."
Barkley added: "I'm confused [as] to where he's going."
Barkley said he has heard the claims that he and Michael Jordan were a bad influence on Woods, but Barkley adamantly denied that he and Jordan knew details about Woods' extramarital affairs.
"It was interesting sitting back and listening and hearing me and Michael corrupted him, [yet] we knew none of this stuff was going in," Barkley said.
The absence of communication with Woods for the past two years still puzzles Barkley.
"I'm sitting back like everyone else and saying, what the hell is going on? I just feel sad, to be honest with you," Barkley said. "You're like, dude, who is around this guy, who has his back, who has his best interest, who doesn't want anything from him? I don't know why we haven't talked to him in a couple of years."
Matt Ehalt is a regular contributor to ESPNNewYork.com.