In mid-June, Floyd Mayweather Jr. made a pretty cringe-worthy video in which he laid out what he called the ‘Mayweather Challenge’.

“The ‘Mayweather Challenge’ is when you’re really living it, when you ain’t fronting and you ain’t lying to the people, when you’re really living the real lifestyle that you say you’re living,” said the former pound for pound king of boxing, before introducing his Instagram followers to the pilots of his private jet.

“Listen, we are tired of people on social media fronting like they live a certain lifestyle when they really don’t, so the ‘Mayweather Challenge’ is showing the people how you really live,” he added.

In the eyes of most, this was a thinly veiled shot at his upcoming opponent, UFC lightweight champion Conor McGregor, who also likes to post pictures of fast cars, expensive clothes and private jets but whose multi-million-dollar paydays Mayweather has routinely belittled.

While ‘Money May’ didn’t manage to draw a response from McGregor with the post, he was quite quickly put in his place by the Irishman’s longtime head coach John Kavanagh.

https://t.co/PDd3k8Mprw if u ever wondered how a 12yr old boy would act if they suddenly had a lot of money #MayweatherIsMentallyChallenged — Coach Kavanagh (@John_Kavanagh) June 14, 2017

Fast-forward a few weeks and a report emerges that Mayweather is petitioning the U.S Tax Court for an agreement that will allow him to pay outstanding taxes owed on the income he made in 2015, the year that he hauled in somewhere north of $200 million for fighting Manny Pacquiao, in a series of installments.

According to one Bryan Koenig of Law360(via BoxingScene), Mayweather is claiming that he does not have the liquid resources to pay the IRS the entire amount owed at present. Thus, he is hoping to pay smaller amounts until the windfall that accompanies the McGregor fight will allow him to clear the balance.

“Although the taxpayer has substantial assets, those assets are restricted and primarily illiquid,” Mayweather’s filing read, according to Koenig’s report. “The taxpayer has a significant liquidity event scheduled in about 60 days from which he intends to pay the balance of the 2015 tax liability due and outstanding.”

Upon reading of Mayweather’s liquidity problems, John Kavanagh saw yet another opportunity to roast the man whose downfall he is hoping to mastermind.

“What was that ‘Mayweather Challenge’ again?” Kavanagh wrote on Twitter, posting a link to a BloodyElbow article on the situation.

What was that "Mayweather Challenge" again? https://t.co/0Tasyv9lz1 — Coach Kavanagh (@John_Kavanagh) July 9, 2017

That’s gotta sting.

Mayweather certainly won’t be “illiquid” after August 26th. As of right now, we don’t know what the defensive maestro’s financial guarantee for the fight is worth, but he indicated on several occasions over the last year or so that he would be expecting a guarantee of $100 million. With a cut of the Pay-per-view revenue and the gate, he will make a much bigger payday than that when all is said and done, perhaps one approaching the size of his Pacquiao pay packet.

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