{"id":5795,"date":"2026-07-31T10:37:51","date_gmt":"2026-07-31T10:37:51","guid":{"rendered":"https:\/\/metrotransitreview.com\/?p=5795"},"modified":"2026-07-31T10:37:51","modified_gmt":"2026-07-31T10:37:51","slug":"sex-rumors-personal-insults-and-fights-over-trump-jr-s-affection-inside-the-vicious-battle-between-polymarket-and-kalshi","status":"publish","type":"post","link":"https:\/\/metrotransitreview.com\/?p=5795","title":{"rendered":"Sex rumors, personal insults and fights over Trump Jr.’s affection: Inside the vicious battle between Polymarket and Kalshi"},"content":{"rendered":"
\n

The bitter feud between the bosses of Polymarket and Kalshi has been even more vicious and petty than previously known \u2013 from battling over the affections of Donald Trump Jr. to the spreading of unsubstantiated, sex-drenched gossip, The Post has learned.<\/p>\n

Read more Young Dems\u2019 radicalism threatens to doom their party in midterms \u2014 and beyond<\/a><\/p>\n

Shayne Coplan, the 28-year-old, shaggy-haired CEO of prediction market giant Polymarket, is recognized as the world\u2019s youngest self-made billionaire with a net worth of $1 billion. Still, sources say Coplan has been consumed by an epic grudge match with Tarek Mansour, the 30-year-old, bespectacled CEO of archrival Kalshi.<\/p>\n

Mansour \u2013 whose app, like Polymarket\u2019s, allows users to bet on sports, the weather, the Oscars and celebrity breakups \u2013 has a fortune currently pegged at $2.6 billion.<\/p>\n

Coplan has chafed over the fact that Kalshi \u2013 which he has branded a \u201ccopycat Polymarket\u201d \u2013 has become bigger than Polymarket, sources said. Kalshi also reportedly tipped off the feds ahead of a November 2024 FBI raid of Coplan\u2019s apartment in search of evidence that Polymarket was facilitating illegal gambling.<\/p>\n

Coplan \u2013 who was never arrested or charged following the seizure of his electronic devices \u2013 has referred to Kalshi as \u201cratty,\u201d according to sources.<\/p>\n

But it\u2019s with Mansour that Coplan\u2019s animus has become decidedly personal. According to one insider, Coplan\u2019s preferred nickname for Mansour around Polymarket\u2019s New York City offices is \u201cLittle Tarek\u201d \u2013 a reference to Mansour\u2019s height, the source added.<\/p>\n

Coplan also has repeatedly circulated an unconfirmed rumor about Mansour and his No. 2 exec Luana Lopes Lara \u2013 namely, that the pair used to date and that the relationship allegedly ended with Lopes Lara cheating on Mansour.<\/p>\n

Kalshi spokeswoman Elisabeth Diana said Lopes Lara has never cheated on anyone, adding \u201cShayne should really focus on growing his company instead of spreading lies. WTF.\u201d<\/p>\n

Kalshi\u2019s co-founders \u2013 who together have been the public face of the company, frequently appearing side-by-side for interviews at events and on podcasts \u2013 have never publicly indicated that they were ever romantically linked.<\/p>\n

Nevertheless, insiders told The Post that when they were both students at the Massachusetts Institute of Technology it was understood in some circles that they were dating.<\/p>\n

According to insiders, Coplan \u2013 who declared in a \u201c60 Minutes\u201d interview last November that Polymarket is \u201cthe most accurate thing we have as mankind right now\u201d \u2013 has taken the rumor to another level.\u00a0<\/p>\n

Specifically, sources said Coplan has gone on to claim at parties and in office meetings alike that the relationship ended when Lopes Lara \u2013 a Brazilian-born math prodigy who did a stint as a professional ballerina before becoming the world\u2019s youngest female billionaire last year \u2013 \u201ccucked\u201d Mansour.\u00a0<\/p>\n

The alleged cuckolding led to the couple\u2019s breakup, Coplan has claimed in conversations with work colleagues, according to multiple sources close to the company. Coplan also would chuckle as he told the rumor, calling Mansour a \u201closer\u201d for continuing to run a company alongside a woman who had allegedly cheated on him romantically, according to sources.<\/p>\n

\u201cShayne would say that just to cut [Mansour] down in front of people,\u201d one of the sources said. \u201cHe told it to me several times in his office to the point of it getting repetitive \u2013 It\u2019s like your dad or grandad who\u2019d tell you the same story like 50 times.\u00a0<\/p>\n

\u201cI\u2019d have to be like, \u2018Yeah, I\u2019ve heard that one already.\u2019\u201d<\/p>\n

A Polymarket spokesman denied that Coplan has spread sexual rumors about Kalshi\u2019s co-founders. The spokesperson added that Kalshi has stoked tensions between the two companies for years which has ultimately led to allegations like this surfacing.<\/p>\n

\u201cThey have spent so much time and resources pushing hit pieces on Shayne and Polymarket to the detriment of both companies and the industry at large. We have never pushed this type of sensitive personal information and we are deeply sorry that this is now being reported on,\u201d the spokesman said. <\/p>\n

\u201cThis is an unfortunate consequence of them paying so many opposition firms to dig for dirt on us \u2013 but you reap what you sow.\u201d<\/p>\n

Mansour and Lopes Lara met while studying computer science at MIT before graduating together in 2018. They founded Kalshi that year. In 2019 they were accepted into Y Combinator, just as Sam Altman was stepping down as president of the influential startup accelerator to focus full-time on OpenAI.\u00a0<\/p>\n

It couldn\u2019t be determined how long or whether their relationship lasted after finishing college. In May of this year, Lopes Lara said in a post on X that she \u201cMarried the love of my life today.\u201d\u00a0<\/p>\n

Alongside the sick jokes and the insults, sources said Coplan has also been susceptible to fits of anger at the office \u2013 particularly upon hearing news of Kalshi\u2019s success. In one instance early last year, insiders said Coplan allegedly became wildly irate when news broke that Donald Trump Jr. had joined Kalshi as a strategic advisor.\u00a0<\/p>\n

Read more Puerto Rico police have \u2018person of interest\u2019 in execution-style beach murder of Ohio native Tyler Wilkin as FBI joins probe<\/a><\/p>\n

\u201cCoplan screamed so loud that nearly the entire floor was startled,\u201d said an employee who was there at the time.\u00a0\u00a0<\/p>\n

Trump Jr. ended up also joining Polymarket as an advisor later that year in August. The appointment coincided with a strategic investment in the company for an undisclosed amount by 1789 Capital, the investment firm where Trump Jr. is a partner.<\/p>\n

Despite his fresh-faced, smooth-talking public persona, multiple sources claim Coplan \u2013 an NYU dropout who founded Polymarket out of a pokey apartment on Manhattan\u2019s Lower East Side \u2013 isn\u2019t a \u201cchill\u201d boss, but instead a manager bent on control.\u00a0<\/p>\n

According to a source with knowledge, Coplan for a time had set up his office inside Polymarket\u2019s kitchen \u2013 with employees guessing that he was looking to grill them about what they were working on as they came to get coffee.<\/p>\n

Insiders also claim Coplan has a habit of screaming and berating employees about perceived mistakes, new markets he thinks Polymarket should be offering but isn\u2019t, and bad press. <\/p>\n

The latter included an exclusive story in The Post last month that detailed concerns inside Polymarket that Kalshi might be spying on its operations \u2013 an article that Coplan felt \u201cmade them all look nuts,\u201d according to a source.<\/p>\n

To cool off and clear his head, Coplan takes walks outside Polymarket\u2019s offices in New York\u2019s trendy SoHo neighborhood. But on multiple occasions over the past two years, an already stressed-out Coplan spotted Mansour strolling down Broadway, where Kalshi\u2019s offices are less than two blocks away from Polymarket\u2019s.\u00a0<\/p>\n

Following the chance sightings of Mansour \u2013 the two never stopped to speak \u2013 Coplan returned to the office visibly irritated, according to sources.\u00a0<\/p>\n

\u201cHe came back and shouted down the hall for someone to get over to him immediately,\u201d one source said, adding that at times, Coplan has pulled his own hair during fits of rage.\u00a0<\/p>\n

A Polymarket spokesman disputed the account, calling it a \u201ctwisted, misrepresented story from three years ago, just to stir things up.\u201d<\/p>\n

Mansour \u2013 who has cultivated a scrupulous, by-the-book persona as he touts Kalshi\u2019s regulatory compliance \u2013 has also been known to get petty and underhanded when it comes to Polymarket.\u00a0<\/p>\n

In January, Mansour shared a New York Times article about prediction markets. The Times headline read: \u201cBetting on Prediction Markets Is Their Job. They Make Millions.\u201d But Mansour appeared to scrub the text that came after: \u201cWelcome to the era of the Polymarket sharp.\u201d<\/p>\n

In November 2024, shortly after the FBI raid on Coplan\u2019s SoHo loft, tech blog Pirate Wires posted screenshots that showed Kalshi employees asking former NFL wide receiver Antonio Brown to quote-tweet a post about Coplan with the comment, \u201cthis [n-word] seem[s] guilty.\u201d Brown, at the time a paid influencer for Kalshi, posted the message shortly thereafter.<\/p>\n

Tom Schmidt, a venture-capitalist at the firm Dragonfly which has invested in Polymarket, said in an interview with The Post in May that Coplan was furious about the text messages and told him at the time: \u201cThese guys are so f\u2013ing shady and ratty,\u201d referring to Kalshi.<\/p>\n

Last month, The Post reported that Polymarket had launched a probe of what it believed to be product leaks to Kalshi. In addition to assembling a dossier of suspicious incidents that pointed to a possible mole, Polymarket had some of the windows of one of its Manhattan offices tinted over concerns that executives across the street at Paradigm, a venture firm that backs Kalshi, could be spying on its offices.\u00a0<\/p>\n

In comments to The Post, a Kalshi spokesperson denied conducting any corporate espionage, adding: \u201cThis is sad and borderline delusional. Polymarket is welcome to waste its time investigating. While they do that, we\u2019ll keep building.\u201d<\/p>\n

\n<\/div>\n

Kalshi, according to third-party analytics providers, has increasingly pulled ahead of Polymarket in terms of trading volume \u2013 an increasing source of frustration for Coplan, whose firm became a household name after its betting platform correctly predicted the surprise 2024 election of Donald Trump.<\/p>\n

As recently as last August, Polymarket had logged more trading volume on its platform than Kalshi \u2013 but that has recently flipped. Roughly $31.5 billion was traded on Kalshi in June while Polymarket hosted $10.6 billion in trades, according to Dune Analytics.\u00a0<\/p>\n

Polymarket has raised roughly $2 billion since it was founded in 2020 and earned a roughly $15 billion valuation in a financing earlier this year. Kalshi has raised some $2.6 billion and was valued at $22 billion in a May funding round. Kalshi has reportedly been in talks for additional financing that could value it at $40 billion.\u00a0<\/p>\n

Read more Dems\u2019 hatred of Trump created this socialist monster \u2014 and now it\u2019s turning on them<\/a><\/p>\n<\/div>\n","protected":false},"excerpt":{"rendered":"

The bitter feud between the bosses of Polymarket and Kalshi has been even more vicious and petty than previously known \u2013 from battling over the affections of Donald Trump Jr. to the spreading of unsubstantiated, sex-drenched gossip, The Post has learned.<\/p>\n","protected":false},"author":1,"featured_media":5794,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[5],"tags":[],"class_list":["post-5795","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-business"],"yoast_head":"\nSex rumors, personal insults and fights over Trump Jr.'s affection: Inside the vicious battle between Polymarket and Kalshi - Metro Transit Review<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/metrotransitreview.com\/?p=5795\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Sex rumors, personal insults and fights over Trump Jr.'s affection: Inside the vicious battle between Polymarket and Kalshi - 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