Shark Tank Investor Mark Cuban says this is his worst investment on the show

 Billionaire Mark Cuban has seen his fair share of investments over the course of more than ten years on ABC's "Shark Tank."

The venture capital industry's inner workings were popularized by "Shark Tank," but it turns out that excellent television pitch isn't always a great investment move.

On the "Full Send" podcast last week, Cuban revealed that despite having put roughly $20 million into 85 firms on "Shark Tank," he has experienced a net loss from all of those transactions. 

Cuban shared that the Breathometer investment that was the worst one he had ever made.

Charles Michael Yim, an entrepreneur, appeared on "Shark Tank" in 2013 to promote his Breathometer device as "the world's first smartphone breathalyzer." By demonstrating a smartphone accessory that he claimed could precisely monitor blood alcohol concentration, Yim impressed Cuban and the other Sharks.

The Sharks were given champagne filled-glasses from Yim's before being instructed to blow into a tiny, plastic gadget that could be attached to a smartphone. By pressing a button, you could hail a cab if your blood alcohol content was too high, according to Yim, who claimed the gadget could transmit BAC level data to your phone.

Yim was the first "Shark Tank" business owner to convince all five Sharks to make a joint investment because of his convincing proposal. A $1 million investment from Cuban, Kevin O'Leary, Daymond John, Lori Greiner, and Robert Herjavec for a 30% share valued Yim's business at $3.3 million.

“It was a great product,” Cuban said. “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 added. But, Yim would reply that he was “networking” to grow the business.

“Next thing you know, all of the money’s gone.”

By 2016, Yim was moving away from the Breathometer and working with healthcare company Philips on a device called Mint that measured whether or not you had foul breath based on the concentrations of sulfur compounds in your mouth.

The Federal Trade Commission filed a lawsuit against Yim and Breathometer in January 2017, stating that the startup deceived its customers regarding the product's capacity to measure BAC precisely. Breathometer "lacked scientific evidence" to support their advertising claims," the FTC alleged.

As a result of the government agency discovering that the blood alcohol concentration readings were frequently inaccurate, the Breathometer business consented to a settlement with the FTC in 2017. That's a major issue considering that the device was intended to assist consumers in determining if they were sufficiently sober to drive home after consuming alcohol. Breathometer provided refunds on any merchandise purchased between 2013 and 2015 as a result of the settlement.

Regarding Cuban's accusations, Yim told CNBC Make It that they were completely false and that he didn't waste his company's funds on personal vacation. Additionally, he calls it unfair that his CEO skills and capabilities were judged by Cuban based only on a number of social media posts and mentions that the purpose of his travel to Necker Island was to pitch the Breathometer to Sir Richard Branson. Yim was selected as a finalist in Branson's Extreme Tech Challenge pitch competition for 2015.