Playboy Was Once Valued at $2 Billion. Now Hugh Hefner's Son Has a Plan to Buy It Back for a Fraction of That. Cooper Hefner submitted a $100 million offer to buy back his dad's storied brand.

By David James

Key Takeaways

  • This week, Hugh Hefner's son and a group of investors submitted a $100 million bid to buy the company back from Playboy Group, according to a report in the Wall Street Journal.
  • In 2021, the company's market value was more than $2 billion.
Central Press | Getty Images

Cooper Hefner, the 33-year-old youngest son of Playboy founder Hugh Hefner, wants to buy his dad's brand back.

This week, he and a group of investors submitted a $100 million bid to buy it from Playboy Group, according to a report in the Wall Street Journal.

The Playboy Group, whose assets also include a social-media app and a lingerie manufacturer, was valued at approximately $53 million as of Friday. In 2021, its market value was more than $2 billion.

Related: 5 Unknown Facts About Hugh Hefner that Made Him a Successful Entrepreneur

"It's a great American company and a great American brand, outside of my personal connection to it," Hefner, told WSJ, adding that he feels it "has been managed to a state of potentially nonexistence."

Hefner is using his own money and other investors include a hedge fund and one of Playboy's former licensing partners. Hefner would run the new Playboy and become its CEO.

This wouldn't be the first time behind the wheel of the bunny-eared brand. Hefner served as Playboy's chief creative officer for three years, until 2019. What would be different this time around? Hefner told WSJ that he has his eye on new licensing opportunities and media like documentaries that he believes will bring in significant revenue.

The key to success, he says, is looking forward without forgetting the brand's legacy. "You could have all the money in the world and it would be difficult to build the type of brand recognition that Playboy has," he said.

Related: What Disney and Playboy Can Teach You About Branding

David James

Entrepreneur Staff

Staff writer

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Side Hustle

How to Build Endless Passive Income With This Simple Online Hustle

Autopilot stores aren't just income streams. They are passports to freedom, flexibility and finally working and living on your own terms.

Business News

ChatGPT's New Update Can Create PowerPoint Presentations and Excel Spreadsheets for You

The new AI agent can generate Google Sheets and slide decks, making it a powerful new office tool.

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Health & Wellness

This Is the Newest Real Estate Trend You Can't Miss — and It's Worth $438 Billion

A rapidly emerging new trend is sweeping the global real estate sector, powered by humanity's collective desire for longer lives and healthier lifestyles. Here's what entrepreneurs should pay attention to to capture the new market.

Business News

Here's How the CEO of the Biggest Bank in the U.S. Spends His Downtime: 'This Gives Me Purpose in Life'

JPMorgan CEO Jamie Dimon, 69, recently said that his top three priorities are his family, his country, and his purpose, which is working at the bank — in that order.

Side Hustle

This 29-Year-Old's Side Hustle Brought People 'to the Dark Green Side.' It Made $10,000 Within 2 Days and Sees 6 Figures a Month.

Nikki Seaman began work on her business when the pandemic led to grocery store shutdowns.