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

Trendingnow

1

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock

2

‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion

3

OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation

1

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock

2

‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion

3

OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation
LeadershipVenture Capital

Sequoia Capital partner says he wouldn’t be the top boss without taking 3 ‘meaningful’ pay cuts throughout his career

Sasha Rogelberg
By
Sasha Rogelberg
Sasha Rogelberg
Reporter
Down Arrow Button Icon
Sasha Rogelberg
By
Sasha Rogelberg
Sasha Rogelberg
Reporter
Down Arrow Button Icon
February 7, 2024, 12:08 PM ET
Roelof Botha is wearing a tan suit and speaking in front of a blue-lit background.
Sequoia Capital head Roelof Botha called his three early-career pay cuts “marshmallow tests.”Stefan Wermuth—Bloomberg/Getty Images
Add Fortune on Google for similar content.

Sequoia Capital managing partner Roelof Botha had a decision to make after he finished his studies in actuarial science at the University of Cape Town: become an actuary or join McKinsey & Co., albeit with a 50% lower salary. He chose the latter, even though it wasn’t a guaranteed success.

Recommended Video

“In the short run, that was a poor decision,” Botha told Fortune in an interview on the Leadership Next podcast. “But it opened up the door for me to be able to work and to study abroad.”

Botha called this decision a “marshmallow test,” a reference to the 1972 Stanford University experiment in which children from the university’s Bing Nursery School made the decision to either receive and eat one marshmallow immediately, or wait to eat and receive two marshmallows, a measure of delayed gratification and an indicator of success in adulthood.

Botha’s McKinsey pay cut wasn’t the only time he held off on eating a marshmallow on his way to becoming “senior steward” of Sequoia Capital, which has invested in Apple, Google, Nvidia, and OpenAI, among others. After finishing his master’s studies at Stanford, Botha turned down an offer to return to McKinsey and opted to join PayPal, where, once again, he took a hefty pay cut. 

Though Botha eventually joined PayPal in 2000 and became CFO a year later, cementing himself in the PayPal mafia, he wasn’t always confident about his move there.

“There were moments where I regretted my decision as the burn rates of the company exploded, and fraudsters were trying to kill us, and it wasn’t obvious we’d build an independent business,” he said.

EBay bought PayPal in 2002, and though CEO Meg Whitman offered Botha the opportunity to become CEO one day, he instead left for Sequoia in January 2003. The venture capital firm matched his salary, and offered no shares, equity, or carry.

“I had to take a chance on myself in this brand-new career, and I took that chance, and I’ve never looked back,” he said.

While Botha’s decisions were risky in the short term, he credits the choices with his long-term success.

“Are you willing to delay gratification in exchange for something meaningfully better?” Botha said.

Levi Strauss CEO Michelle Gass is another proponent of this philosophy. The former Kohl’s CEO left the retailer in 2022 to join Levi Strauss, but Chip Bergh already held the CEO position for the denim juggernaut. With the tentative expectation that she would replace Bergh as CEO after 18 months at the company, Gass joined Levi Strauss as president, an initial demotion from her chief role at Kohl’s.

“It took a level of humility,” Gass told Fortune last month. “We had to check our egos at the door.”

Decision-making during ‘crucible moments’

By the time Botha took the helm of Sequoia as its senior steward in July 2022, the firm’s decision-making ethos mirrored Botha’s partiality to making tough calls.

In a May 2022 memo to its portfolio companies calling the economic times a “crucible moment,” Sequoia asked them to “pause and reassess” in order to navigate the market downturn. 

Crucible moments describe any tricky crossroads for a company. 

“How do we help them navigate these one or two very important decisions that they face every year that have a very meaningful bearing on the ultimate outcome of a company that isn’t always obvious?” Botha said.

Botha’s most recent crucible moment at Sequoia came last spring and summer, when the firm downsized, cutting one-third of its talent staff, chopping over half its crypto fund from $585 million to $200 million, and separating its China and India units into separate entities—a sign that the economic downturn would have longer lasting market impacts.

Botha explained on a Feb. 6 episode of Fortune’s Leadership Next podcast that shrinking venture funding isn’t such a bad thing. The venture capital industry, which he said is overfunded, is returning to normalcy. Recent market valuation resets have led to companies’ losing their unicorn status, but those companies are now more realistically valued. Sequoia’s cuts have forced the firm to go back to basics in focusing on seed and early stage investments.

“From a Sequoia point of view, it’s actually been fantastic to go back to our roots, which is working with founders who are daring and helping them build their dream companies,” he said.

About the Author
Sasha Rogelberg
By Sasha RogelbergReporter
LinkedIn iconTwitter icon

Sasha Rogelberg is a reporter and former editorial fellow on the news desk at Fortune, covering retail and the intersection of business and popular culture.

See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Leadership

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
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
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
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • TikTok icon
  • YouTube icon

Latest in Leadership

Cleveland’s WNBA team doesn’t play until 2028 but Progressive just scored jersey sponsorship
SuccessSports
Cleveland’s WNBA team doesn’t play until 2028 but Progressive just scored jersey sponsorship
By Joe Reedy and The Associated PressJuly 21, 2026
5 hours ago
Moldova’s parliament elects 44-year-old businessman investor Vasile Tofan as prime minister
PoliticsEuropean Union
Moldova’s parliament elects 44-year-old businessman investor Vasile Tofan as prime minister
By The Associated PressJuly 21, 2026
5 hours ago
Bill Gates called meeting Epstein a ‘grave error in judgment.’ A new review shows the Gates Foundation still met with him about 30 times
North AmericaBill Gates
Bill Gates called meeting Epstein a ‘grave error in judgment.’ A new review shows the Gates Foundation still met with him about 30 times
By James Pollard and The Associated PressJuly 21, 2026
7 hours ago
Lauren Sánchez Bezos put $34 million behind reinventing what clothes are made of—and stirred a debate about Amazon
Environmentphilanthropy
Lauren Sánchez Bezos put $34 million behind reinventing what clothes are made of—and stirred a debate about Amazon
By Sydney LakeJuly 21, 2026
7 hours ago
Federal civil rights agency votes to scrap 60-year-old workforce diversity reporting rule
Politicsdiversity and inclusion
Federal civil rights agency votes to scrap 60-year-old workforce diversity reporting rule
By The Associated Press, Claire Savage and Alexandra OlsonJuly 21, 2026
7 hours ago
A family crisis inspired Bill Ackman to spend $260 million to create a massive brain research institute in Manhattan
InnovationBill Ackman
A family crisis inspired Bill Ackman to spend $260 million to create a massive brain research institute in Manhattan
By Jeff John RobertsJuly 21, 2026
8 hours ago

Most Popular

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
Success
Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
By Sasha RogelbergJuly 20, 2026
1 day ago
‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
Success
‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
By Sydney LakeJuly 20, 2026
2 days ago
OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation
Cybersecurity
OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation
By Jeremy Kahn and Emily ForliniJuly 21, 2026
7 hours ago
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
AI
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
By Jason MaJuly 18, 2026
3 days ago
Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem
AI
Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem
By Eva RoytburgJuly 21, 2026
10 hours ago
Despite a $156 million contract, Knicks star Jalen Brunson still calls his parents for financial advice any time he makes a big purchase
Success
Despite a $156 million contract, Knicks star Jalen Brunson still calls his parents for financial advice any time he makes a big purchase
By Emma BurleighJuly 21, 2026
11 hours 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.