'It's F--king Mind-Blowing': Howard Stern Slams Oprah Winfrey Over How She Spends Her Wealth The contentious radio show host did not hold back on his Sirius XM show on Monday.

By Emily Rella

Opinions expressed by Entrepreneur contributors are their own.

Getty Images

The world's richest people spend their money in different ways — whether it's donating the majority to charity, saving it away, or using it to treat themselves.

But on his titular Sirius XM radio show on Monday, famed radio personality Howard Stern (who's never one to hold back on his opinions) slammed Oprah Winfrey for "showing off" her wealth, saying the television icon lacks self-awareness on social media.

"I make a good living, and I'm having trouble watching Oprah. I go, wow. Look what's going on over there? Her estate is unbelievable," Stern mused to co-host Robin Quivers. "When she goes shopping, she goes shopping in her backyard cause everything is growing back there. There's a farm back there ... Oprah's not embarrassed by her wealth at all."

Stern also said that Winfrey "knows how to be rich" and shamed her for having "servants" and "people who serve her."

"It's f*cking mind-blowing when you follow her on Instagram," Stern said. "She kind of likes to show it off, which is something I'm not comfortable with. I don't think that people should show off their wealth."

Winfrey has not yet publicly responded to Stern's commentary.

Stern's net worth is around $650 million, thanks to a lucrative career in TV and radio while Winfrey sits on an estimated $3.5 billion net worth, reportedly bringing in around $300 million each year.

Stern did, however, later compliment Winfrey on her annual initiative to house South African girls for Thanksgiving at her home through the work she does with the school she built there called The Oprah Winfrey Leadership Academy for Girls.

"I think they believe Oprah's God because let me tell you, she provides, she gives them an education. She gives them meals, don't ask," Stern said. "They love her. And it, it's impressive. I gotta be honest."

Winfrey made the majority of her wealth after establishing her own production company, HARPO studios, which would go on to house her namesake talk show that led the industry.

According to Celebrity Net Worth, Oprah is the fourth richest celebrity in the world and the richest self-made woman in Hollywood.

Emily Rella

Senior News Writer

Emily Rella is a Senior News Writer at Entrepreneur.com. Previously, she was an editor at Verizon Media. Her coverage spans features, business, lifestyle, tech, entertainment, and lifestyle. She is a 2015 graduate of Boston College and a Ridgefield, CT native. Find her on Twitter at @EmilyKRella.

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

Business News

Here's the Exact Amount of Money You Need to Be Wealthy, According to a Charles Schwab Survey

Financial service giant Charles Schwab's annual Modern Wealth Survey reveals some eye-popping numbers.

Growing a Business

He Went From Customer to CEO of a Rapidly-Expanding Dessert Chain By Following This Process

Neil Hershman built his expansion playbook by perfecting a single store, then replicating what worked across the franchise system without sacrificing customer experience.

Business News

Goldman Sachs Reportedly Requires Loyalty Oaths From Junior Bankers to Stop Private Equity Poaching

The investment bank wants to confirm that analysts haven't lined up job offers from other firms.

Business News

Elon Musk Gives One-Sentence Response to Linda Yaccarino Stepping Down as CEO of X

Linda Yaccarino announced on Tuesday that she was leaving her role as X's chief executive.

Business News

Amazon Prime Day 1 Was the 'Single Biggest E-Commerce Day So Far This Year,' According to New Data

More people are shopping online this week, but so far, it hasn't led to more sales for some vendors. Here's what to know.

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.