Shark Tank Season 16: Kevin O'Leary opens up about Cuban saving him

Shark Tank
Mark Cuban of Shark Tank | Image Source: Instagram/@sharktankabc

Shark Tank judge Kevin O'Leary recently appeared in Who's Talking to Chris Wallace? interview. Aired on October 17, the interview saw O’Leary reveal a personal tale about fellow investor Mark Cuban.

O'Leary detailed how Cuban provided crucial assistance following O'Leary's unsuccessful 2017 campaign for leadership of Canada's Conservative Party. This information comes to light as Shark Tank gets closer to its season 16, which will premiere on ABC on October 18, 2024.

Cuban will leave Shark Tank with season 16 after 12 years of participation. O'Leary's account offers insight into the off-camera dynamics between Shark Tank cast members, typically portrayed as competitors.


Shark Tank Kevin O'Leary shares surprising story of Mark Cuban's off-camera help

After entering Canadian politics in 2017, Kevin O'Leary found himself in a difficult financial position. His campaign for leadership of the Conservative Party initially showed promise, with O'Leary leading in polls across much of the country. However, his momentum faltered upon reaching Quebec, where his lack of French fluency proved a significant obstacle.

Recognizing this language barrier as insurmountable, O'Leary made the decision to withdraw from the race. The aftermath of his campaign presented a new challenge. O'Leary found himself saddled with a $2 million debt from campaign expenses.

Canadian law mandates that political candidates repay campaign debts within a 24-month timeframe, with a maximum allowable contribution of $1,600 per individual donor.

The stakes were high, as failure to meet this obligation could result in legal consequences, including potential imprisonment. Faced with this daunting financial burden and a ticking clock, O'Leary needed to act quickly to organize fundraising efforts. The situation was dire, requiring immediate action to avoid severe repercussions.


Mark Cuban's timely assistance

When O'Leary needed help, he looked to an unusual ally: Mark Cuban. Despite their on-screen rivalry, O'Leary reached out to Cuban, explaining his predicament and the urgent need for assistance. Cuban's response was swift and unequivocal. Without hesitation, he agreed to help, boarding a plane to Canada the very next day.

Cuban's support took the form of participating in a fundraising event organized by O'Leary. The presence of a high-profile figure like Cuban significantly boosted the event's appeal and effectiveness.

This quick action and willingness to help a fellow Shark in a time of crisis demonstrated a depth of friendship that transcended their professional personas.

Recounting this experience to Chris Wallace, O'Leary became visibly emotional. He expressed profound gratitude, stating that,

"He never even questioned it. He said, 'Where do I have to be? I'll be there…Anyways, I owe him a lot for that. He saved my a**."

This candid admission offered viewers a glimpse into the genuine bonds that exist among the Sharks, contrasting with their often competitive on-screen dynamics.


Cuban's final season highlights

As Mark Cuban prepares to exit Shark Tank after season 16, he leaves behind a legacy of memorable deals and impactful investments.

In a recent interview, Cuban expressed enthusiasm about a particular deal from his final season. He described it as a potential "toy of the summer," praising its ability to engage children's minds, enhance dexterity, and foster creativity.

Cuban highlighted Shark Tank's wider influence on business when thinking back on his experience on the program. He was proud of the show's contribution to empowering generations of company owners.


Shark Tank

Season 16 changes

The lineup of Shark Tank will undergo notable changes in the forthcoming season. As a new Shark, Daniel Lubetzky contributes new insights to the investment conversations. Daymond John, Barbara Corcoran, Robert Herjavec, Lori Greiner, and Kevin O'Leary are among the returning Sharks.

Since joining the show in season 3 in 2012, Cuban has been a constant presence, known for his direct approach and tech-savvy insights. His investment strategy often focused on unique products that made him think, "Why didn't I think of that?"

Additionally, he admired business owners that showed a keen sense of questioning, quick thinking, and effective sales techniques.


The public's perception of the Sharks' ties is expanded by Kevin O'Leary's disclosure regarding Mark Cuban's personal assistance during a trying period.

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Edited by Sezal Srivastava