--- title: Stephen Colbert: Mark Cuban Roasts Donald Trump description: On Stephen Colbert's 'Late Show,' the billionaire investor left nothing back in his takedown of the Republican presidential nominee. canonical: https://time.com/4416966/stephen-colbert-republican-convention-mark-cuban/ author: Raisa Bruner article:opinion: false article:content_tier: free article:published_time: 2016-07-21T14:56:55.000Z article:modified_time: 2026-04-13T07:34:38.605Z og:title: Watch Mark Cuban Bring the Heat in Donald Trump Roast og:description: On Stephen Colbert's 'Late Show,' the billionaire investor held nothing back. og:url: https://time.com/4416966/stephen-colbert-republican-convention-mark-cuban/ og:site_name: TIME og:image: https://static.time.com/v3/assets/bltea6093859af6183b/bltde093bcdab65f2d0/6988d9b9bc6cfc69913e2a3c/time-logo.jpg?branch=production og:image:width: 1200 og:image:height: 675 og:image:alt: TIME og:type: article twitter:card: summary_large_image twitter:title: Watch Mark Cuban Bring the Heat in Donald Trump Roast twitter:description: On Stephen Colbert's 'Late Show,' the billionaire investor held nothing back. twitter:image: https://static.time.com/v3/assets/bltea6093859af6183b/bltde093bcdab65f2d0/6988d9b9bc6cfc69913e2a3c/time-logo.jpg?branch=production --- # Watch Mark Cuban Bring the Heat in Donald Trump Roast with Stephen Colbert  by [Raisa Bruner](https://time.com/author/raisa-bruner/)  ## Raisa Bruner Jul 21, 2016 2:56 PM UTC  by [Raisa Bruner](https://time.com/author/raisa-bruner/)  ## Raisa Bruner Jul 21, 2016 2:56 PM UTC Billionaire investor and _Shark Tank_ star Mark Cuban made an appearance on Stephen Colbert’s _Late Show_ last night — but it wasn’t to discuss business. Cuban, who [once praised](http://www.businessinsider.com/mark-cuban-donald-trump-best-thing-2015-7) Donald Trump for saying what was on his mind, has changed his position on the candidate. In fact, this spring he even went so far as to say he [would consider being Hillary Clinton’s](http://time.com/4344072/mark-cuban-hillary-clinton-vice-president-nominee/?iid=sr-link1) running mate. And on Monday, he announced he was in support of the #NeverTrump movement. > [](https://twitter.com/mcuban/status/755594505672200194) On Wednesday night, he got even more vocal with his distaste for the candidate, and the gloves came off in a classic roast. “Donald, I’ve got a travel tip for you. When you’re going through customs and they ask if you’ve got anything to declare, try not to blurt out ‘bankruptcy,'” he quipped. “Donald, do you know that in order to be a billionaire, you have to have the ‘billion’ part in your bank account — not just the ‘air?'” he continued. “Don, you just fell into the shark tank,” Colbert joked. Watch the full clip, above. ```json [{"@context":"https://schema.org","@type":"NewsArticle","@id":"https://time.com/4416966/stephen-colbert-republican-convention-mark-cuban/","mainEntityOfPage":{"@type":"WebPage","@id":"https://time.com/4416966/stephen-colbert-republican-convention-mark-cuban/"},"headline":"Watch Mark Cuban Bring the Heat in Donald Trump Roast with Stephen Colbert","datePublished":"2016-07-21T14:56:55.000Z","dateModified":"2026-04-13T07:34:38.605Z","description":"On Stephen Colbert's 'Late Show,' the billionaire investor left nothing back in his takedown of the Republican presidential nominee.","url":"https://time.com/4416966/stephen-colbert-republican-convention-mark-cuban/","keywords":["Newsfeed","Television","celebrities","Donald Trump"],"thumbnailUrl":"","author":[{"@type":"Person","name":"Raisa Bruner","jobTitle":null,"url":"https://time.com/author/raisa-bruner/"}],"articleSection":"","image":[],"publisher":{"@type":"Organization","name":"Time","url":"https://time.com/","logo":{"@type":"ImageObject","url":"https://time.com/images/logo.png","width":528,"height":156},"foundingDate":"March 3, 1923","sameAs":["https://www.facebook.com/time","https://www.instagram.com/time/?hl=en","https://twitter.com/time","https://www.pinterest.com/timemagazine"]}},{"@context":"https://schema.org","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"/tag/time-section-newsfeed/","name":"Newsfeed"}},{"@type":"ListItem","position":2,"item":{"@id":"https://time.com/4416966/stephen-colbert-republican-convention-mark-cuban/","name":"Watch Mark Cuban Bring the Heat in Donald Trump Roast with Stephen Colbert"}}]}] ```