• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Successblack leadership

A Chicago Bulls all-star says millionaires feel lonelier than ever: ‘They have nothing’

By
Jane Thier
Jane Thier
Down Arrow Button Icon
By
Jane Thier
Jane Thier
Down Arrow Button Icon
April 22, 2023, 8:55 AM ET
Amondo Redmond and DeMar DeRozan
Forever21's former chief marketing and brand officer Amondo Redmond and NBA player DeMar DeRozan.Courtesy of Forever 21; NBA

Fortune Connect is a new learning community for the next generation of purpose-driven leaders. We provide you with the tools and allies you need to accelerate your career, enter the C-suite, and have a positive impact on business. Join live events with Fortune 500 leaders and build your network.

Recommended Video

When DeMar DeRozan joined the NBA, he expected to suddenly be thrust into the company of people who had everything. 

“I thought the guys in my profession, because they make a lot of money, they shouldn’t have a worry,” the power forward for the Chicago Bulls recalled to Fortune’s L’Oreal Thompson Payton during an exclusive interview for Fortune Connect earlier this month.

He found the opposite. “I tell people all the time, I know more millionaires that feel lonely as ever,” he said. “I feel like they have nothing.”

DeRozan’s ascent began nearly 15 years ago. After just one year at the University of Southern California, he became the 9th overall draft pick and spent a decade playing for the Toronto Raptors before being traded to the San Antonio Spurs and moving once more to the Chicago Bulls. But along the way, he found that the farther up you go in your career, the lonelier you can become, and the more your mental health can bottom out. 

“I think back to growing up in Compton when I had nothing. I was on top of the world, and I didn’t even know I was going to eat dinner that night, but my days were happier [than they are now],” said DeRozan, who is one of the NBA’s most outspoken mental health advocates. 

Amondo Redmond, the former global chief marketing & brand officer at Forever 21 who sat on the panel with DeRozan, said he had a similar experience. When you go after—and often, achieve—your dreams, the attendant disappointments, realizations, and dilemmas you encounter teach you a great deal about the world, he told Payton.

“Ironically, I was happier growing up in Flint, I believe, than when l was living in L.A., doing my thing, only because I was more naive then,” Redmond said. “I had not gone through what everybody on this call has gone through, which is the ups and downs of a career. It changes your mind. It puts weight on you.”

For many workers at the apex of their career, “it’s lonely at the top” is hardly an exaggeration—and it can be hugely impactful, whether you’re an NBA all-star or an exec in the C-suite. Countless research over the years indicates such: A 2012 survey of chief executives by the Harvard Business Review found that half of CEOs report feeling lonely in their role, with most  believing that loneliness hinders their performance. And loneliness at work also triggers “emotional withdrawal” from the company, which in turn makes workers much likelier to leave. 

The issue is compounded among people from minority groups—especially people of color—who are vastly underrepresented in C-suites across industries. There are only six Black CEOs of Fortune 500 companies. And executives of color tend to face much more turmoil, beyond just loneliness, than their white counterparts.

Integrating the past with the future

Redmond said he can sometimes struggle with integrating all parts of his story and identity into the work he does. 

“How do I get other men to not look at me as a corporate guy—someone doing well in corporate America—but as someone who is literally just like you, carrying the same pain, carrying the same emotions, going through the same exact thing?” he told Payton. “When I leave this building, I’m just another Black man riding in my car with the same outlook as you.” 

To that end, Redmond has made a point of returning to his community and discussing his experience. 

“All of this weight, all of this baggage of coming out of poverty and getting to the C-suite, it’s tough,” he said, adding that it won’t go away. “I think if we just talk about it, for me, a Black man talking to young Black boys, who, whether you want to be like [DeRozan] and be a superstar basketball player, or go into the C-suite like myself, and people on this call, it’s all possible.”

Talking openly was hard for DeRozan growing up. He said he never spoke about his feelings, fearing he’d appear soft. “There was a BS stigma behind it that we always try to run from, and sometimes you run away from it for so long you end up putting yourself in a predicament,” he said.

Sadly, it can be much the same today, he added. The difference is that he’s not only outspoken about his struggles, but encourages open dialogue among his teammates too. “Every time I talk to one of these guys, I just try to express to them that the only way to free yourself is by telling your story about your pain that you hide,” he told Payton. “Once you express that, you give so much hope to other people that look like you and want to be like you.”

“I don’t care if you play sports or are in the corporate world; we all go through something,” DeRozan said. “So how can we just give each other that light to keep pushing? We just have to be encouraged to use our voice. The more we talk, the better it will be, I guarantee.”

At the Fortune Workplace Innovation Summit, Fortune 500 leaders will convene to explore the defining questions shaping the workforce of the future—delivering bold ideas, powerful connections, and actionable insights for building resilient organizations for the decade ahead. Join Fortune May 19–20 in Atlanta. Register now.
About the Author
By Jane Thier
LinkedIn iconTwitter icon
See full bioRight Arrow Button Icon

Latest in Success

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Success

Businesswoman reading a book on private jet while drinking champagne
SuccessBillionaires
The world’s wealthiest families adopt these 7 key habits for success, according to JPMorgan
By Preston ForeApril 3, 2026
3 hours ago
Cyprus and Ireland top list of best places to retire—as boomers are forced to ‘unretire’, the only real solution is to move abroad
SuccessRetirement
Cyprus and Ireland top list of best places to retire—as boomers are forced to ‘unretire’, the only real solution is to move abroad
By Orianna Rosa RoyleApril 3, 2026
6 hours ago
Ed Bastion, wearing a suit and glasses, speak and points with one finger to his left.
C-SuiteFortune 500: Titans and Disruptors of Industry
How Delta CEO Ed Bastian built a massive partnership with American Express that now generates over 10% of the airline’s revenue
By Sasha RogelbergApril 3, 2026
6 hours ago
Asian man talking on the phone with his laptop in his lap
SuccessWealth
Gen Z millionaires are rushing into crypto—and they blame the risky bet on FOMO, or fear of missing out
By Preston ForeApril 2, 2026
21 hours ago
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
SuccessProductivity
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
By Orianna Rosa RoyleApril 2, 2026
22 hours ago
Ed Bastian
SuccessCareers
12 Fortune 500 CEOs worked for Pepsi. Delta’s Ed Bastian explains why it’s a leadership factory
By Preston ForeApril 2, 2026
24 hours ago

Most Popular

Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
Real Estate
Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
By Fortune EditorsApril 2, 2026
1 day ago
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
Success
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
By Fortune EditorsApril 2, 2026
22 hours ago
Current price of oil as of April 2, 2026
Personal Finance
Current price of oil as of April 2, 2026
By Fortune EditorsApril 2, 2026
22 hours ago
Paul Krugman smacks down Trump speech with argument that $4 gas is ‘less than half’ of the Hormuz hit. Here’s what he’s talking about
Economy
Paul Krugman smacks down Trump speech with argument that $4 gas is ‘less than half’ of the Hormuz hit. Here’s what he’s talking about
By Fortune EditorsApril 2, 2026
17 hours ago
Current price of gold as of April 1, 2026
Personal Finance
Current price of gold as of April 1, 2026
By Fortune EditorsApril 1, 2026
2 days ago
Deutsche Bank asked AI if it’s true that AI will solve the economy’s inflation problems. The robots answered
Economy
Deutsche Bank asked AI if it’s true that AI will solve the economy’s inflation problems. The robots answered
By Fortune EditorsApril 1, 2026
2 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.