Who is the best basketball player of all time

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Lebron? MJ? Kareem? Kobe?

⚠️ Heads up: This isn’t just about basketball. It’s really about how to ask better questions, explore debates, and use AI to sound smart in any topic—from sports to movies to why pineapple on pizza is a hill worth dying on.

Okay, now back to the court…

For you basketball fans, these are fun conversations to have.
You know the drill: group chat starts popping off, someone says “Jordan never lost in the Finals,” and suddenly you’re 47 texts deep into a full-blown GOAT war.

But what if you brought a secret weapon to the next debate?

AI can help

What do you ask ChatGPT? Perplexity? Grok?

Maybe you just ask:

“Who’s the best basketball player of all time?”

Simple enough, right? But we can do better.

How to level up your prompt game

You’re not just trying to ask—you’re trying to win arguments at the bar (or family barbecue, or Reddit thread).

Instead of a generic question, try shaping your prompt like this:

“As a data-driven sports analyst using only objective stats from the past 50 years, who is the greatest NBA player of all time?”

Or:

“Pretend you’re an old-school playground baller from the Bronx in the 80s—who’s the GOAT and why?”

Boom. Now you’re getting flavor and facts. You can shape the personality of your AI expert—stat nerd, grizzled vet, die-hard Lakers fan, even a time-traveling scout from the year 2125.

Even better: pit them against each other. Ask:

“Give me both sides of the LeBron vs MJ debate. Use stats, titles, teammates, and cultural impact. Then tell me what an old-school coach would say. And what a Gen Z TikToker would say.”

You’ll get nuanced arguments with different vibes—perfect for sounding smart, smug, or mysterious depending on the room you’re in.

Want to really flex? Say:

“Tell me a hot take about the GOAT debate that no one is talking about yet—something I can drop at a bar and make everyone go ‘whoa I never thought of that.’”

(Example response: “If Wilt Chamberlain played in today’s spaced-out, three-point-happy game with modern training, he might average 60. Just saying.”)

Source it like a champ

Ask for receipts:

“Cite your sources—give me stats, articles, advanced metrics.”

Suddenly you’re not just debating, you’re teaching.


Argument → Rebuttal → Rebuttal-to-the-Rebuttal

Here’s where things get spicy.

You can ask an AI to structure the conversation like a real debate. Not just “what’s your argument,” but:

“Give me a LeBron argument, then a counter from an MJ fan, then a counter to that, and so on.”

Example:

Argument (Pro-LeBron):
“LeBron has played at an elite level for 20+ years, leads all-time in points, and has unmatched versatility—playing and guarding all five positions.”

Rebuttal (Pro-MJ):
“Jordan was 6-0 in the Finals with 6 Finals MVPs. He never needed a Game 7. Dominance and clutch factor unmatched.”

Rebuttal-to-the-Rebuttal (Pro-LeBron again):
“Sure, but MJ never had to face superteams like the Warriors with Durant. And LeBron’s 2016 Finals comeback from 3–1 is arguably more legendary than any single Finals series MJ played.”

Further Rebuttal (Pro-MJ again):
“But MJ created the superteam model organically with Pippen and Rodman—he didn’t jump ship. Plus, the ’90s were way more physical. LeBron wouldn’t last a season without whining to the refs.”

…and on it goes. Like chess, but with sneakers and ego.

You can structure your prompt like this:

“Stage a debate between two AIs—one defending LeBron, one defending MJ. Alternate arguments 3–5 times. Each must acknowledge the previous point and respond to it.”

This is debate-as-a-service. You can even turn this format on yourself: prep for a work presentation, defend a thesis, or figure out why your friend still uses Internet Explorer (😬).


Now for the fun part: Battle of the Bots 🥊

Take that prompt and run it through different LLMs:

  • ChatGPT (balanced and articulate)
  • Perplexity (loves footnotes and links)
  • Claude (more elegant with philosophy)
  • Grok (Elon-approved sass)
  • Gemini (thinks like Google Search with a brain)

Compare what they say. Some might favor MJ for rings. Others will side with LeBron’s all-around dominance. One might make a surprisingly solid case for Kareem. Another might throw in Jokic just to stir the pot.

You can even blend the takes into one Frankenstein answer to rule them all.


And remember…

Yes, this was about basketball—but it’s really about how to explore layered arguments, how to ask smarter questions, and how to use AI to break out of surface-level thinking.

You could apply the same moves to:

  • Greatest rock band of all time 🎸
  • Most underrated sci-fi movie 🎥
  • Why breakfast burritos are the pinnacle of human innovation 🌯
  • Any “X vs Y” hot take worth defending

Learn to craft smart prompts. Explore multiple perspectives. Let the argument evolve. Source it like a lawyer. Cross-examine like a philosopher.

Soon enough, you’ll be the GOAT… of arguing about GOATs.

🏀💬🧠