Microsoft Corporation (MSFT): Mark Cuban Sees Opportunity in AI Implementation for Small Businesses

Usman Kabir

Mon, May 18, 2026 at 6:07 PM EDT 2 min read

We just covered the Mark Cuban Stock Portfolio: 8 Best Stocks to Buy and Microsoft Corporation (NASDAQ:MSFT) ranks 5th on this list.

Mark Cuban has made no secret of the fact that he respects the position of Microsoft Corporation (NASDAQ:MSFT) as a legacy software provider but also issued several sharp warnings that the era of traditional software, which Microsoft pioneered, is effectively over. However, Cuban still views Microsoft as a critical player in the AI arms race due to the partnership with OpenAI. In an interview on media platform TBPN earlier this year, Cuban discussed these views, saying that young people coming out of college needed to learn how to implement AI in companies because these companies did not know how to do this to gain a competitive advantage. Cuban said, “You have got the CEO of Microsoft saying that software is dead because everything is going to be customized to your unique utilization”.

Microsoft Corporation (NASDAQ:MSFT) is one of the most prominent backers of OpenAI, the company which owns ChatGPT, the AI engine that ushered in the AI craze around the world. Cuban talked about ChatGPT during a recent interview with Eric Bricker, the former cofounder and chief medical officer of Compass Professional Health Services. Cuban acknowledged that he used AI for writing software and converting text-to-video. He added that he recently used ChatGPT to track his medicine and exercise habits. During the interview, Cuban said AI could make “just one dude in a basement” the world’s first trillionaire. Cuban compared the push for AI to the early days of computers and smartphones. He said people hesitated to make the shift but would now struggle to live without the devices. Someone who can come up with a way that makes AI as essential will make a lot of money, Cuban added.

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