ECONOMY & WORK
MONEY 101
NEWS
PERSONAL FINANCE
NET WORTH
About Us Contact Us Privacy Policy Terms of Use DMCA Opt-out of personalized ads
© Copyright 2023 Market Realist. Market Realist is a registered trademark. All Rights Reserved. People may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.
MARKETREALIST.COM / ECONOMY & WORK

'Shark Tank' contestant comes to the show in his boxers and it went as expected

The valuation he asked for was as crazy as the outfit he wore, and the sharks said no.
PUBLISHED OCT 19, 2025
Screenshots showing Mark Cuban and the entrepreneur on "Shark Tank" (Cover Image Source: YouTube | Shark Tank Global)
Screenshots showing Mark Cuban and the entrepreneur on "Shark Tank" (Cover Image Source: YouTube | Shark Tank Global)

While most entrepreneurs on "Shark Tank" focus entirely on making a product innovative enough for a good pitch, some also dress up to make a statement. Once in a while, sharks come across a contestant who manages to stand out from the crowd. While it makes the pitch unique, it does not guarantee that the founder will get a deal. Such was the case of an entrepreneur who came to the show dressed in boxers and a shirt that was unbuttoned.

The contestant was a man named Zach Crain, and he sought $200,000 for a 10% stake in his company, Freaker. It sells a drink insulator, seemingly made of wool, that is stretchable enough to put any drink container in it. Be it a glass, a coffee mug, or a big bottle of wine, the Freaker can fit anything and give it a personalized look.

Screenshot showing the product. (Image credit: YouTube | Shark Tank Global)
Screenshot showing the product. (Image credit: YouTube | Shark Tank Global)

Crain claimed that his company had a $2 million valuation, and it did not take Kevin O’Leary long to ask about revenue. The entrepreneur said that he had been in business for 13 months, and in that time, he had made $320,000 from sales. This was an impressive feat for such a product.

“You’re not so crazy, you are making money,” Mr. Wonderful said. Crain even had a decent distribution network with 200 stores in the bag, along with Japanese and Canadian distributors. He had a patent approved for the product as well. But the problem with the business was that its valuation was much too high for the kind of revenue that it had brought in.

Screenshot showing Kevin O'Leary. (Image credit: YouTube | Shark Tank Global)
Screenshot showing Kevin O'Leary. (Image source: YouTube | Shark Tank Global)

O’Leary might have been interested in the company, as he said that he would invest if he were to get 50% of it. This was not too much to ask for, as the company was new and had just earned a revenue of more than $300,000. The entrepreneur did not agree to this, and Mr. Wonderful said he was out. Crain also said that he did grilled cheese parties, which he used as a marketing strategy. However, he was not one to go to festivals to sell his product, which came as a shock.

Screenshot showing the entrepreneur. (Image credit: YouTube | Shark Tank Global)
Screenshot showing the entrepreneur. (Image source: YouTube | Shark Tank Global)

All of the sharks agreed that the company was valued at a lot more than it was actually worth, and so every judge refused to offer a deal. The entrepreneur also made a lot of weird noises during the pitch, which the sharks absolutely hated to their core. Mark Cuban said that he would shoot himself if he heard those noises every day as a business partner.

More on Market Realist

'Shark Tank' contestant rejects Barbara Corcoran's offer making her slump on her chair in disbelief

Farmer on 'Shark Tank' with dreams of helping smaller meat producers gets life-changing deal

'Shark Tank' contestant gets Mark Cuban to try fake eyelashes and ends up with a $100,000 deal

RELATED TOPICS SHARK TANK
MORE ON MARKET REALIST
A Michigan couple’s viral membership photo struck a chord online as shoppers shared decades-old stories featuring their kids and even pets.
Mar 16, 2026
A shift to electronic payments is slowing refunds for some filers, even as the IRS grapples with staffing cuts and a heavy tax season workload.
Mar 16, 2026
The warehouse retailer is urging customers not to consume these ready-to-eat meals sold earlier this month
Mar 16, 2026
The product was distributed in several but no illness has yet been reported.
Mar 14, 2026
While most people disagreed with what the mall did, there were some who understood the reason.
Mar 14, 2026
People are seemingly having a hard time saving apart from their retirement funds.
Mar 14, 2026
“These people are working and contributing and helping to reduce the debt and deficit,” an economic expert said.
Mar 14, 2026
As per a provision in US laws, the IRS had no right to levy penalties in the pandemic years.
Mar 14, 2026
The US had sanctioned Russia heavily over its military exercise in Ukraine.
Mar 14, 2026
While gas prices have jumped, diesel prices have skyrocketed across the country, averaging at $4.78
Mar 13, 2026
Last year, Buffett stepped down as the CEO of Berkshire Hathaway.
Mar 13, 2026
Many who feel financially behind are embracing “financial nihilism,” placing bets on high-risk options instead of traditional investing.
Mar 13, 2026
It was one of the rarest instances in the show in which a contestant had won two cars in one episode
Mar 13, 2026
Housing search data flags a shift in buyer sentiment as Californians look beyond Las Vegas for cheaper housing.
Mar 13, 2026
The company is doing whatever it can to stay ahead of its competitors in the field of AI.
Mar 13, 2026
Industry leaders warn that the Iran conflict could push fertilizer costs higher and eventually drive food inflation.
Mar 13, 2026
This could lead to domestic migration of the wealthy from the state before the law takes effect
Mar 13, 2026
Karoline Leavitt says it won’t affect married women, but critics argue name-change documentation could create new barriers.
Mar 13, 2026
As regulators tighten rules and refineries shut down, the Golden State, also known as the ‘fuel island’, grapples with extremely high gas prices.
Mar 12, 2026
The answer isn't clear yet, but early signs point to his policy backfiring in a bad way.
Mar 12, 2026