Top 5 Biggest "Shark Tank" Deals Ever

Top 5 Biggest “Shark Tank” Deals Ever

“Shark Tank” has seen some incredible business pitches over the years. Some companies walked away with massive investments that changed their futures forever. Both Shark Tank USA and Shark Tank Australia have showcased deals worth millions, proving that innovation can lead to big rewards.

In this article, we explore the five biggest deals ever made on the show. These deals are ranked based on the highest investment amounts secured from the Sharks. Let’s dive in!


1. Zipz Wine – $2.5 Million Investment

Zipz Wine introduced single-serve, portable wine containers. The packaging was designed to keep wine fresh while being convenient for on-the-go consumption. The concept is aimed at places like stadiums, concerts, and airlines, where traditional wine glasses aren’t practical.

Kevin O’Leary, also known as “Mr. Wonderful,” saw the potential. He invested a record-breaking $2.5 million for a 10% stake in the company.

  • It was the largest deal in Shark Tank history at the time.
  • The product had strong licensing opportunities with major wine distributors.
  • It tapped into the fast-growing single-serve beverage market.

What Happened After the Deal?
Despite securing the investment, Zipz Wine faced challenges in scaling. The business later pivoted toward licensing its packaging technology rather than focusing on selling its own branded wine.

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2. Vengo Labs – $2 Million Investment

Vengo Labs created compact, high-tech vending machines. These machines offered digital screens and touch technology to sell small consumer goods like snacks, beauty products, and electronics.

Kevin O’Leary and Lori Greiner teamed up to offer a $2 million investment in the form of a loan for a combined 3% equity stake.

  • It was one of the biggest investments on the show.
  • The product was designed for offices, hotels, and public spaces, making it widely scalable.
  • The digital aspect meant it could also serve as an advertising platform, creating multiple revenue streams.

What Happened After the Deal?
Vengo Labs continued to grow, expanding its vending machine placements nationwide. The company also partnered with major brands to leverage its machines for advertising.


3. Ten Thirty-One Productions – $2 Million Investment

Ten Thirty-One Productions was a live entertainment company specializing in horror-themed experiences. Their most famous attraction was the Los Angeles Haunted Hayride, which became a seasonal sensation.

Mark Cuban was impressed by the business model. He invested $2 million for a 20% stake.

  • It was one of the biggest deals on the show at the time.
  • The business had proven success with its annual Halloween event.
  • Cuban saw the opportunity to expand beyond Los Angeles and make it a national franchise.

What Happened After the Deal?
The investment helped the company expand into multiple cities. However, after several years of growth, the business was later acquired by a larger entertainment company.


4. Numilk – $2 Million Investment

Numilk introduced a machine that allows customers to make fresh, plant-based milk on demand. Users could create almond, oat, or other dairy-free milk by simply pressing a button.

Mark Cuban, known for his interest in health-conscious businesses, invested $2 million in a 10% equity stake.

  • The product catered to the rising demand for dairy alternatives.
  • It provided a more sustainable and fresher option compared to store-bought plant milk.
  • The concept had the potential to be placed in grocery stores and coffee shops, offering broad market reach.

What Happened After the Deal?
Numilk continued to develop its technology and expand into retail locations. The company raised additional funding beyond Shark Tank to scale its operations.

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5. xCraft – $1.5 Million Investment

xCraft developed a hybrid drone capable of both vertical takeoff and high-speed flight. Unlike standard drones, this model could transition from hovering to forward flight, making it a game-changer for industries like delivery and surveillance.

All five Sharks were so impressed that they jointly invested a total of $1.5 million for a 25% equity stake.

  • It was one of the few times all five Sharks teamed up for a deal.
  • The drone industry was booming, and this technology had military, commercial, and consumer applications.
  • The founders had strong engineering expertise, making them a solid bet.

What Happened After the Deal?
xCraft continued to develop and sell drones, focusing on high-end applications rather than the consumer market. The company secured additional contracts with government and private sector clients.

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