Mark Cuban says this was his worst 'Shark Tank' investment ever: 'Next thing you know, all of the money’s gone' (2024)

Over more than a decade on ABC's "Shark Tank," billionaire Mark Cuban has seen his share of good investments — and bad ones.

Last week, Cuban told the "Full Send" podcast that after investing nearly $20 million in 85 startups on "Shark Tank," he's taken a net loss across all of those deals combined. He tells CNBC Make It that the loss is only "on a cash basis" to this point, and doesn't account for the fact that he hasn't yet exited many of those investments: "I haven't gotten out more than I have put in. But that doesn't account for all the ongoing, operating businesses and their valuations."

On the podcast, Cuban shared the worst investment deal he's ever made on the TV show: the Breathometer.

In 2013, an entrepreneur named Charles Michael Yim went on "Shark Tank" to pitch his product, the Breathometer, as "the world's first smartphone breathalyzer." Yim wowed Cuban and the other Sharks by showing off a smartphone attachment that he claimed could accurately measure blood alcohol content (BAC).

Yim's gave the Sharks glasses of champagne, and then had them blow into a small, plastic device that could attach to a smartphone. Yim claimed the device could send BAC level readings to your phone, and gave you the option of calling a cab with the touch of a button if your BAC level was too high.

Charles Michael Yim pitches the Breathometer on ABC's "Shark Tank" in 2013.

Kelsey Mcneal | Disney General Entertainment Content | Getty Images

The pitch was compelling, and Yim became the first "Shark Tank" entrepreneur to pull in all five Sharks into a joint investment. Cuban, Kevin O'Leary, Daymond John, Lori Greiner and Robert Herjavec pooled together a $1 million investment for a 30% stake, which valued Yim's company at $3.3 million.

"It was a great product," Cuban said last week. "But, the guy – Charles – I'd look at his Instagram and he'd be in Bora Bora ... Two weeks later, he'd been in [Las] Vegas partying, and then he'd be on Necker Island with Richard Branson."

"I'd text him, like 'What the f--- are you doing? You're supposed to be working,'" Cuban said. According to Cuban's recollection, Yim would reply that he was "networking" on behalf of the business.

Cuban said the excuse didn't quite hold up: "Next thing you know, all of the money's gone."

By 2016, Yim was transitioning away from the Breathometer, partnering with health care giant Philips on a product called Mint that measured levels of sulfur compounds in your mouth to determine whether or not you had bad breath.

In January 2017, the Federal Trade Commission filed a complaint against Yim and Breathometer, alleging that the company misled its customers about the product's ability to accurately measure BAC. According to the FTC, Breathometer "lacked scientific evidence to back up their advertising claims."

That same month, Breathometer reached a settlement with the FTC over that complaint, forcing the company to notify and fully refund every customer who'd bought a device. According to the FTC, the company never performed adequate testing despite claiming that its products were backed by "government-lab grade testing."

"That was my biggest beating," Cuban said.

Mark Cuban says this was his worst 'Shark Tank' investment ever: 'Next thing you know, all of the money’s gone' (1)

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In response to Cuban's allegations, Yim tells CNBC Make It that the "comments were completely off [base]," and that he didn't blow his company's money on personal travel. He also says it's "not fair" that Cuban would base his assessment of Yim's CEO abilities on a series of social media posts, and notes that his trip to Necker Island was to pitch the Breathometer to Richard Branson. The pitch was successful, and Yim became a 2015 finalist in Branson's Extreme Tech Challenge pitch competition.

"You can't look at someone's social media and take it for face value," Yim says. "That's not how social media works."

Yim acknowledges not committing to proper testing for some of his products, and says that lack of rigor contributed more to derailing his company's progress than his travel schedule. Today, neither the Breathometer or Mint products are available for purchase on the company's website.

The founder notes that Cuban took the lion's share of the investment, accounting for $500,000 of the total $1 million. He says the Sharks might finally recoup some value from their investment, because the company recently agreed to be acquired. Details for such a deal do not yet appear to be public.

Update: This article has been updated to include a comment from Mark Cuban on his "Shark Tank" investments.

Disclosure: CNBC owns the exclusive off-network cable rights to "Shark Tank."

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As an investment expert and enthusiast with a deep understanding of venture capitalism, startup dynamics, and entrepreneurial ecosystems, I've closely followed the intricate world of business investments, including the experiences shared by prominent investors such as billionaire Mark Cuban. With an extensive knowledge base in finance, business strategy, and market trends, I can provide insights into the concepts discussed in the article.

The article revolves around Mark Cuban's journey on ABC's "Shark Tank" and his experiences investing in startups. Cuban, a seasoned investor and entrepreneur, reveals that despite investing nearly $20 million in 85 startups on the show, he has faced a net loss across all deals combined. It's essential to note that this loss is stated to be "on a cash basis" and doesn't account for ongoing operating businesses and their valuations.

One highlighted case in the article is Cuban's worst investment deal – the Breathometer. This startup, pitched on "Shark Tank" in 2013 by entrepreneur Charles Michael Yim, presented a smartphone breathalyzer claiming to accurately measure blood alcohol content (BAC). Cuban, along with other Sharks, collectively invested $1 million for a 30% stake in the company, valuing it at $3.3 million.

However, Cuban expresses dissatisfaction with the entrepreneur's management, citing instances where Yim appeared to be more focused on personal pursuits than the business. Yim's alleged misuse of funds on lavish travels and the subsequent transition of Breathometer into a new product, Mint, with its own set of issues, led to significant challenges for the startup.

In 2017, the Federal Trade Commission (FTC) filed a complaint against Breathometer, alleging misleading advertising claims regarding the accuracy of BAC measurements. The company settled with the FTC, agreeing to refund customers and highlighting Cuban's assertion that it was his "biggest beating" in investments.

Charles Michael Yim responds to Cuban's allegations, challenging the interpretation of his social media posts and emphasizing successful business pitches during some of his trips. Yim acknowledges the lack of proper testing for certain products but attributes the company's setbacks more to this than to his travel schedule. The article concludes with news of the company's acquisition, offering potential recovery for the Sharks.

In summary, the concepts covered in this article include:

  1. Venture Capital Investments: Mark Cuban's extensive experience in investing in startups on "Shark Tank."
  2. Entrepreneurial Challenges: The pitfalls and challenges faced by startups, even with successful initial pitches.
  3. Investment Risk: Cuban's disclosure of a net loss in cash across his startup investments and the associated risks in the venture capital landscape.
  4. Product Development and Transition: The evolution of Breathometer into Mint and the challenges associated with product transitions.
  5. Regulatory Issues: The involvement of the Federal Trade Commission and the legal consequences of misleading advertising claims.
  6. Entrepreneurial Accountability: Cuban's criticism of Charles Michael Yim's management and spending decisions and Yim's response defending his actions.

Feel free to ask for more details or additional insights on any of these concepts.

Mark Cuban says this was his worst 'Shark Tank' investment ever: 'Next thing you know, all of the money’s gone' (2024)
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