X/@ScottiePippen
By late night, the six-time NBA champ opened his social platforms for a simple request: “Can’t sleep. Tell me something I don’t know.” Strange answers started pouring in, obviously not anticipated by the great, ranging from cryptocurrency shilling to heated basketball conversations that had nothing to do with the question asked.
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The caption went with a picture of Pippen looking quite chill, yet a little tired-out-the giant indoor hat on. One of the commentators could not withhold the comment: “Take your damn hat off when you go to bed!”, proving that Hall of Famers, too, will not be spared from unsolicited fashion advice.
Next came a barrage of crypto advertisements with which any financial regulator would cringe. Multiple users bombarded Pippen’s replies with their various pitches for digital tokens, with $DOG being mentioned again and again. An enthusiastic supporter said, “STUDY $DOG THEN GO ALL IN THEN YOU WILL SLEEP DEEPLY,” rendering the speculation on finance an ultimate sleep therapy. Another said, “$Dog bitcoin is going to the moon,” although Pippen probably would have loved some downtime instead.
There came the apex of ridiculous crypto spam when one attempted to educate the basketball icon about memecoins on Bitcoin, while another went into a long take on $OMi token on @base and its supposed metaverse uses. Those unsolicited financial advisors were seemingly more keen on advocating for their own investments than truly helping Pippen sleep.
Can’t sleep. Tell me something I don’t know. pic.twitter.com/WKjg2aOaNy
— Scottie Pippen (@ScottiePippen) July 19, 2025
Interspersed amongst the crypto-centric comments were some genuinely funny ones. One follower imparted the biological knowledge that “If you hold your fart long enough, instead of coming out in form of gas… It will come in form of liquid,” which, if scientifically incorrect, at least attempted to answer Pippen’s request for something unknown. One blunt diagnosis of his inability to sleep was: “You can’t sleep because of your fing phone. Put the pacifier away.”
It was a total 180-degree turn when the replies degraded into a raging Kobe Bryant vs LeBron James debate that lasted several paragraphs. One overzealous analyst hurled a torrent of statistics toward the two legends, complete with check marks and cross marks evaluating their careers. The lengthy treatise addressed everything from finals records to free throw percentages, Olympic medals to defensive accolades-none of which seemed remotely useful in helping Pippen get some sleep.
Some more late-night social media randomness and oddness occurred when someone asked Pippen if he thought Dennis Rodman looked like Wesley Snipes in Demolition Man. Someone else cryptically suggested that finding out Satoshi Nakamoto’s real identity might negate Pippen’s sleep problems-unfortunately, there was no reveal of this alleged secret.
What began as a simple, late-night thought from an NBA legend cast forth a miniature reflection of all things weird about social media interaction: unsolicited financial advice, bizarre celebrity comparisons, heated sporting debates, and an occasional obscenity. Pippen, after all, might have been better off counting sheep, having won six championships with Michael Jordan for the Bulls.
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The situation underlines how the most ordinary celebrity post invites all sorts of responses, from legitimate to absurd. In any case, Pippen would never tell how many of those answers actually did put him to sleep, but the thread is found as a super entertaining representation of Internet culture where any question posed, no matter how casual, can lead to the most unintended directions. One thing that can definitely be stressed, however, is that that was not the kind of response Pippen was looking for if boredom was Count Sleep’s key.
This story originally appeared on Celebrityinsider
