• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
MPWYahoo

Yahoo exec and Survivor contestant: “I made my first million at 25”

By
Daniel Roberts
Daniel Roberts
Down Arrow Button Icon
By
Daniel Roberts
Daniel Roberts
Down Arrow Button Icon
May 22, 2015, 11:01 AM ET
Survivor: Worlds Apart
SAN JUAN DEL SUR - APRIL 20: "Survivor Russian Roulette" - Shirin Oskooi competes during the eleventh episode of SURVIVOR on the 30th season, Wednesday, April 29 (8:00-9:00 PM, ET/PT) on the CBS Television Network. Photo is a screen grab. (Photo by CBS via Getty Images)Photograph by CBS via Getty Images

On Wednesday’s season finale of Survivor: Worlds Apart, a senior Yahoo executive got up and took a stand.

Shirin Oskooi, a senior director of product management at Yahoo, was a member of the “white collar” tribe. (This season of the show divided people up based on their careers. There groups were white collar, blue collar, and “no collar.”) A 32-year-old graduate of Brown University, Oskooi went to work at Google after college. There, she led the development of Google Calendar. In 2013, she took a job at Yahoo.

During the show, she told some of her fellow castaways that she had grown up with a physically abusive father, and that her mother was ill. She occasionally faced social difficulties on the island; some of her tribe-mates found her annoying and badmouthed her.

But the worst moment for Oskooi was a dramatic confrontation with fellow castaway Will Sims, which came to define the season. Calling her “Miss Greedy Ass,” Sims told her, in front of the entire group, “We all have loved ones who love and care for us… You have nothing. You have no family. Nobody even likes you. There’s nobody home in the United States right now that is missing you.”

After she was voted off the show, she spoke to Entertainment Weekly Radio about the showdown with Sims, saying, “He spoke to me exactly the way my dad used to speak to me before my dad would then beat me up.” She added that at one point, Sims said of her, “I don’t talk that way to women, but she’s not a woman.”

Sims was not the only man to say shocking things to or about Oskooi—although Oskooi did say on the radio later, “I forgot about a lot of the horrible stuff that happened to me because everything was eclipsed by the big Will event.” A different castaway, Dan Foley, twice told the cameras that he hoped someone would “slap” Oskooi to “shut her up.” And Oskooi wasn’t the only woman who faced harsh criticism. Castaway Lindsey Cascaddan was belittled and shouted at by competitor Rodney Lavoie, who mocked her tattoos.

There was so much negativity toward women, in fact, that while the season was airing, Oskooi tweeted that she planned to donate $100 to the non-profit National Network to End Domestic Violence, “for every act of misogyny this season.” During Wednesday’s finale, she tweeted that she would donate $2,500.

$2,300 for acts of misogyny & human yuckiness + $200 for Mike Holloway awesomeness = $2,500 donation to @NNEDV #RaiseYourHand 🙋

— Shirin “shireeen” Oskooi (@theshirin) May 18, 2015

The Web, too, took notice of what happened to some of the women this season. “There was far more verbal abuse on Survivor than we saw,” read a headline at the site Reality Blurred. Another site, Beamly, commented that Sims “crossed the line” with Oskooi. Stephen Fishbach, a former Survivor contestant who blogs about the show for People, praised Oskooi’s performance, calling her “the outcast who upended the game.”

She also upended the final tribal council. Oskooi had been voted off the island 11th out of 18 people, which meant she lasted long enough to be on the “jury” that selects the ultimate $1 million winner of the show. At that final tribal council, each jury member gets the chance to address the final three contestants and ask them a question or make a comment. Oskooi used the opportunity to take a stand on behalf of herself and, in a sense, the other women. Through tears, she addressed Sims, who had made it to the final three, saying:

You gave me a once-in-a-lifetime opportunity to go back to a deep, dark place in my childhood, realize that I still had an open wound, and no longer be the victim that I was as a child. And I stood up for myself against you and I stood up for myself against every observer. And I didn’t need a protector. But the truly magical thing that happened was that I did have a protector… Mike, like a real human being, ran into camp to save me. And that was a million-dollar moment for me. And what you guys don’t know about me is that I made my first million by the time I was 25 years old.

That casual mention of her early wealth raised some eyebrows among the jury. But Oskooi brought her speech back to the three remaining castaways and compared each one of them to an animal. “I see a huge parallel between a ton of animals that we lived out here with day to day, and each of these players,” she said. She compared Mike Holloway (who went on to win the $1 million prize) to a howler money—loud and aggressive. Carolyn Rivera she compared to a stingray (“hidden” but deadly). As for Will Sims, who had so insulted her? “Will is the dead fish that we dragged in with our nets.”

On Wednesday, CBS revealed that Oskooi earned enough fans this season to put her among the 20 people who will immediately compete again on a “second chance” season. That means Oskooi is already back on the island as you read this. Perhaps Yahoo has given her ample vacation time.

For more business lessons from the show, see: 5 leadership lessons from Survivor

About the Author
By Daniel Roberts
See full bioRight Arrow Button Icon

Latest in MPW

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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • 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 MPW

MagazineVictoria's Secret
How Victoria’s Secret got its sexy back
By Emma HinchliffeFebruary 4, 2026
25 days ago
Workplace CultureSports
Exclusive: Billionaire Michele Kang launches $25 million U.S. Soccer institute that promises to transform the future of women’s sports
By Emma HinchliffeDecember 2, 2025
3 months ago
C-SuiteLeadership Next
Ulta Beauty CEO Kecia Steelman says she has the best job ever: ‘My job is to help make people feel really good about themselves’
By Fortune EditorsNovember 5, 2025
4 months ago
ConferencesMPW Summit
Executives at DoorDash, Airbnb, Sephora and ServiceNow agree: leaders need to be agile—and be a ‘swan’ on the pond
By Preston ForeOctober 21, 2025
4 months ago
Jessica Wu, co-founder and CEO of Sola, at Fortune MPW 2025
MPW
Experts say the high failure rate in AI adoption isn’t a bug, but a feature: ‘Has anybody ever started to ride a bike on the first try?’
By Dave SmithOctober 21, 2025
4 months ago
Jamie Dimon with his hand up at Fortune's Most Powerful Women Summit
SuccessProductivity
JPMorgan CEO Jamie Dimon says if you check your email in meetings, he’ll tell you to close it: ’it’s disrespectful’
By Preston ForeOctober 17, 2025
4 months ago

Most Popular

placeholder alt text
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your job
By Orianna Rosa RoyleFebruary 27, 2026
1 day ago
placeholder alt text
Middle East
Iran is now on 'death ground' amid existential threat from U.S. attacks and could 'go big' in retaliation, former NATO commander warns
By Jason MaFebruary 28, 2026
8 hours ago
placeholder alt text
Success
Walmart exec says U.S. workforces needs to take inspiration from China where ‘5 year-olds are learning DeepSeek’
By Preston ForeFebruary 27, 2026
2 days ago
placeholder alt text
AI
The week the AI scare turned real and America realized maybe it isn't ready for what's coming
By Nick LichtenbergFebruary 28, 2026
16 hours ago
placeholder alt text
Personal Finance
Current price of gold as of February 27, 2026
By Danny BakstFebruary 27, 2026
1 day ago
placeholder alt text
Law
China's government intervenes to show Michigan scientists were carrying worms, not biological materials
By Ed White and The Associated PressFebruary 26, 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.