Cuban started by taking pride in sharing the proceeds of selling companies with his employees, claiming he has made more than 300 millionaires.
@mcuban: 1) I'm proud of the fact that for each of the companies I sold, I share the proceeds with my employees. I've mad more than 300 millionaires
He continued by asking when Trump has done the same for his employees.
@mcuban: 2) Has Trump rewarded any employees when he has succeeded ? All those supposed billions. Has he made a single employee a millionaire ?
Cuban, who has endorsed Hillary Clinton, then pivoted to criticizing the GOP nominee for not proposing any policy changes to help entrepreneurs.
@mcuban: 3) Has Trump offered a single proposal to reduce the friction of starting a business. @HillaryClinton has
The Dallas Mavericks owner has relentlessly trolled Trump and openly slammed his policy proposals on Twitter.
Trump's campaign did not immediately respond to CNBC's request for comment.