Two of the biggest names in junior golf were catapulted into the spotlight not just because of their famous surnames but because of their developing skill-set that has attracted speculation as to just how far Charlie Woods, son of Tiger Woods, and Kai Trump, granddaughter of the US President Donald Trump, can go in the game.
Looking at factors such as current handicap, swing mechanics, shot selection, technique, and a projection of future ability, combined with placement among their age groups and tournament rankings, GIVE ME SPORT used ChatGPT to analyze Woods and Trump’s playing styles and abilities to find out who is the better golfer now, and in the future.
According to AI, the winner is clear.

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Charlie Woods & Kai Trump Compared

Trump, 18, has been in the news lately because she launched a new series on her YouTube channel, on which she has already attracted a subscriber count of 1.37 million at the time of writing. The new series, called ‘1 on 1 with Kai’ featured Donald Trump in the debut episode, and showed them playing the Trump National Golf Club in Potomac Falls, Virginia, together. Kai later received a sponsor’s exemption to compete in the ANNIKA LPGA tournament, on account of her surging popularity in golf online.
Charlie’s rise to prominence has been different, even though they are both high school golfers from the same school in Florida, The Benjamin School. Charlie’s playing style mirrors that of his famous father, and he already has an astonishingly low handicap that belies his years at 16.
Charlie Woods, according to the Florida State Golf Association, has a handicap of around +3 — which is considered extraordinary. Typically, a player might have a handicap of anywhere from, say, 5 to 25, meaning they are permitted to play within five shots above par, or 25, and stay within their handicap. If a course had a par of 72, five shots over would allow that player to score a 77. When a player has a “plus” handicap, it means they are better than scratch (par). For a par of 72, Charlie Woods would have potential to score 69. This places him firmly in the elite section for his age group. Woods even transferred that potential to results with a 15-under-par score at an AJGA event, and a score of 68 (-4) in the Florida high school state championship.
Watch Charlie score his first hole-in-one, in front of Tiger, right here:
Trump, by comparison, is around the scratch handicap margin. This means if a championship-length course had a par of 72, that’s the number she’d have the potential to score. This is strong for her age group, and many D1 programs in the States would take on a golfer at that ability level, though it is crowded. Her handicap suggests talent, but not dominance.
Where their player profiles diverge from one another is tournament scoring, with Woods shooting mid-60s, even though his aggressive play off the tees sometimes leaves him wayward from the fairway, and playing catch-up for the rest of the rounds. While Trump shows promise in her region, at the ANNIKA, she missed the cut with scores in the mid-70s to 80s.

Mechanically, Woods is again ahead as his swing is long, powerful, and athletic. Woods has the physical ability to generate 120-plus mph clubhead speed. Trump’s swing, by contrast, is compact, controlled, and technically sound. She will hit fairways, greens-in-regulation, and make steady pars. This shows she may be a consistent player in the years to come, but Woods, meanwhile, could have far higher highs thanks to his aggression and swing-speed.
According to ChatGPT, there is a “measurable gap that exists when two junior athletes [who] share similar privileges and access, but diverge in performance. Both have famous names; both live in the constant glare of social media; both play for the same high school program. One has already demonstrated markers that typically precede college stardom and eventual professional opportunity. The other is still accumulating reps, identity, and an understanding of how to translate attention into results.”
This is not “a referendum on their futures,” according to AI. “Golf is littered with teenagers who burned bright and faded. Others — Scottie Scheffler, for instance — were quietly efficient at 15 and became monsters at 23. What matters is trajectory, and right now, Woods’ is steeper and more defined. Trump is still in the early chapters of her golf story. Woods is already writing the kind that gets read on the national stage.”
When GIVE ME SPORT asked the AI which player is better now, and who has the greater chance to become better later, given the skills, tournament records, and socring, the winner was clear — Charlie Woods.

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