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Tiger & Phil: The Heirs Apparent Who Chose Different Paths

Look, we all wanted it, right? We wanted Tiger and Phil to be the next Arnold and Jack. The torch carriers. The guys who’d pick up where the legends left off and keep golf humming. We watched them for years, expecting that seamless handover. The passing of the crown. But damn, it never really happened. Not like we thought it would. Not even close. They had the talent, the charisma, the spotlight… but their stories, man, they went in totally different directions. And it’s made all the difference.

Think back to the early days. Johnny Miller saw it. He saw Arnold and Jack up close. He noticed their hunger. Not just for steaks, though they probably had big appetites for those too. Their hunger for *more*. More wins, more deals, more everything. Arnold, the King, he was pure charisma. Liked the ladies, they liked him. He owned American golf with that smile and that swagger. Jack, Big Jack, he’s still the icon. The guy who did it all right, lived the exemplary life. They were different, sure, but they were golf’s golden boys. The benchmark.

The Succession That Wasn't

Then came Tiger. And Phil. For a while there, especially in the connected, digital age we’re living in, they were the closest thing we had to that Palmer-Nicklaus dynamic. The heirs apparent. We were ready for the succession. We were ready for them to pick up the reins and lead us into the next era of golf. But here’s the kicker: in the name of that very succession, they’ve proven to be… well, not close at all. Not even in the same zip code, really.

After Tiger’s Masters win in 2019, I even wrote a book. “The Second Life of Tiger Woods.” But now? What are we up to? His third life? Fourth? It’s hard to keep track. And Phil? He’s had his own series of dramatic entrances and exits. We wanted them to be golf’s unstoppable duo, pushing each other, pushing the game forward. Instead, we got two separate, and often messy, sagas.

Tiger's Rollercoaster Ride

Just recently, there was Tiger again. Back in the public eye. Fresh out of some kind of rehab, after another one of those roadside incidents where, thankfully, nobody got hurt. He was at some PGA Tour press conference, looking sharp in a dark suit, bright tie. All shiny. He was there to introduce the Tour’s new CEO, Brian Rolapp. And there they were, this athlete for the ages and a sports executive on the rise, all buddy-buddy. So smiley, so huggy. You could practically smell the venture capital cash practically oozing through your screen. Both of them, poised to cash in big. Our money, in the end.

Tiger’s had more comebacks than a bad soap opera. His personal life has been a public spectacle. That night in 2009… running over a fire hydrant, unconscious. His mother’s frantic 911 call. Rushed to the hospital. Overnight, his private life became a joke. It’s pretty obvious he’s a reckless driver. And yeah, he’s probably abused his body with all that weightlifting and practice. But hey, his body, his choice, right? Still, the public fascination, the drama… it’s been relentless. He’s a golfer, a damn good one, but he’s also become a character in a long-running, unpredictable drama.

Phil's Audacious Quest

And Phil? Man, Phil Mickelson. Winning a major at 50. The oldest ever. We all thought, “This is it. This is the perfect transition.” His future looked so bright, sealed up tight with sunglasses. We pictured him in a comfy CBS booth, calling his own shots. Ryder Cup captain, maybe twice. His wife, Amy, a figure in public works like Barbara Nicklaus or Winnie Palmer. Millions in income. Senior majors when he felt like it. The first tee at Augusta forever. All that adoration. Phil had this gift, you know? He could make people feel good. That’s a rare thing. And it can come with a massive payday. Taylor Swift, Jerry Seinfeld, Tom Hanks – they all know about that power.

We knew about Phil’s risk-reward golf. We knew about his appetite for gambling, for crazy stock trades, for good food and expensive wine. But the *extent* of it? That was something else. Then came the stories. Golf Digest, not exactly a tabloid, publishing a carefully worded piece about him leaving one of his San Diego clubs. Accusations of “inappropriate and nonconsensual physical contact.” Yikes. Then came the Skratch story. Lurid details, vulgar stuff, about alleged unwanted advances towards Ashley Perez, Pat Perez’s ex-wife. It claimed he was forced out of not one, but *three* California clubs. His reps disputed it, of course. “Mr. Mickelson has never been expelled from a golf club.” Okay… define expelled, right?

The Shipnuck Factor and LIV Golf

Alan Shipnuck, the guy who wrote that bestselling biography of Phil, the one that celebrated and critiqued his wild life? He wrote that Skratch piece. Now, the PGA Tour owns a piece of Skratch. And Phil Mickelson? He’s persona non grata at Tour offices because he basically opened the floodgates for other players to ditch the Tour for LIV Golf after he bolted first. Would Skratch run something that juicy about Tiger Woods, the guy chairing the Tour’s Future Competition Committee? Your guess is as good as mine. Probably not. Shipnuck and Phil… they have a complicated history. If you remember Phil’s infamous “scary motherf-ckers” quote about LIV’s Saudi backers, used by Shipnuck… yeah, that’s the vibe. But all that aside, the vulgarity, the drama… it doesn’t make the report any less newsworthy.

Phil is now in a place eerily similar to where Tiger was back in early 2010. Next up is next up. Something will happen. Nothing is not an option. And the public? They’re insatiable. We want to know everything. Tiger wrote a biography that never got published. Maybe someday, in 50 years, it’ll see the light of day. If the stories of Ty Cobb and JFK are anything to go by.

The Public's Right to Know?

Shipnuck and I go way back. Colleagues, friends. About 15 years ago, after Tiger’s sex life exploded all over the New York Post for 20 straight days, we wrote a satire called “The Swinger.” Our guy, Tree Tremont, was a lousy tipper and saw his serial infidelity as just a hobby. The book, as I saw it, tried to argue that the rich and famous deserve privacy. But the public, always sniffing for blood in the water, has run out of patience for that view. My own thinking was shaped by Nicklaus. After Tiger’s personal life became a Saturday Night Live skit, Nicklaus said Tiger’s private life wasn’t his business. That settled it for me. Though my late friend Fay Vincent, the former baseball commissioner, had a different take. Vincent felt that if you used your good standing to sell Buicks and whatever else, you forfeited your broad rights to privacy.

In “The Swinger,” Shipnuck and I invented a newspaper editor who’d say, “It’s always the same. [People] want to know what the dude is, quote, really like, right.” Our fictional reporter, though, couldn’t give the editor what he wanted. It wasn’t in him. Phil gave me a short review of that book without even reading it: “Not cool.”

Navigating the Gray Areas

Amy Mickelson and their three kids? They’re innocent bystanders. Tiger and Elin’s kids, Sam and Charlie? They’re navigating their own rough waters. There’s no map for this stuff. Not for them, not for anyone. Arnold’s path wasn’t Jack’s. Jack’s wasn’t Arnold’s. We all make choices, every single day, about how we act and how we treat people. Those decisions shape our lives. It’s complicated. And not. AI can’t help here. It can’t work in the margins, figure out right from wrong when you’re surrounded by gray.

Tiger’s golf greatness gave him his current chapter, his next, the one after that. Same for Phil. We don’t know what’s coming next because, frankly, we can’t. Phil’s 56. If his parents and grandparents are any indication, 66, 76, 86 are still on the horizon. Life is weirdly long and famously short.

Jack Nicklaus himself said more than once that only a fool would bet against Tiger Woods. He meant Tiger the golfer, of course. Will there be another roadside incident with Tiger at the wheel? Will he ever tell us what it’s *really* like to be Tiger Woods? Was this latest rehab stint just to appease a judge? Has he found new ways to deal with the pain, physical and psychic? I’ve got no answers. I doubt he does either. Because these questions… they’re hard.

Appetites and Reckoning

In those Golf Digest and Skratch reports, Phil Mickelson comes across as… well, repulsive. Are there other sides to him? Of course there are. We’ve all seen peak Phil. Phil the Thrill. Appetites are tough to control, for any of us. They’re in our DNA. And then your life takes over.

Stardom comes with entitlement. Not always, but often. More so all the time. The superstar politician, the movie star, the pantheon athlete. Bill Murray used to say that after someone makes it, there’s a period of public and private boorishness. It’s a given. Then comes the reckoning. Or not. That’s when you find out who the person really is.

We wanted Tiger and Phil to be Jack and Arnold. That never happened. Not even close. They aren’t even Tiger and Phil as they once were. This year, neither played the Masters. Neither played the U.S. Senior Open. Neither has been tapped for a Ryder Cup or Presidents Cup captaincy. Still, Woods found his way to a podium recently, his path lined with bags of cash. Everybody loves a winner, right? Some might say he played his cards right. I wouldn’t.

Can Tiger’s path be instructive for Phil? That’s up to Phil. It’s hard to imagine him just stepping away. The buffet of life has always been piled high for him. After a while, it’s going to be irresistible. The colors, the smells, the melting ice. More is a life force for some people. Tiger Woods and Phil Mickelson? Absolutely. The desire for more is one thing. You can control an appetite. But its cousin, greed? Whatever you have, it’s never enough.