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

Trendingnow

1

Pentagon accuses Alibaba, Baidu and BYD, three of China's biggest companies, of supporting the Chinese military

2

Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer

3

Costco CEO Ron Vachris rose from forklift driver to the C-suite without a college degree: ‘Don’t chase a title’ is the career advice that got him there

1

Pentagon accuses Alibaba, Baidu and BYD, three of China's biggest companies, of supporting the Chinese military

2

Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer

3

Costco CEO Ron Vachris rose from forklift driver to the C-suite without a college degree: ‘Don’t chase a title’ is the career advice that got him there
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

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

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
  • Pinterest icon

Latest in Leadership

How the World Cup is a high-stakes stage for Big Tech’s AI push
NewslettersCIO Intelligence
How the World Cup is a high-stakes stage for Big Tech’s AI push
By John KellJune 10, 2026
12 hours ago
Anthropic accused of ‘secret sabotage’ as Claude Fable 5 silently limits capabilities for AI researchers and developers
AIAnthropic
Anthropic accused of ‘secret sabotage’ as Claude Fable 5 silently limits capabilities for AI researchers and developers
By Sharon GoldmanJune 10, 2026
14 hours ago
A 5-week course and a guaranteed job: Meta commits $115 million to solve the skilled-trades shortage stalling its AI build-out
Future of WorkMeta
A 5-week course and a guaranteed job: Meta commits $115 million to solve the skilled-trades shortage stalling its AI build-out
By Jacqueline MunisJune 10, 2026
14 hours ago
Xbox CEO Asha Sharma
SuccessCareers
Xbox’s CEO spent her early career taking out trash and selling coupon books—she says the secret to her rise was never obsessing over a dream career
By Preston ForeJune 10, 2026
16 hours ago
Boris Cherny, Head of Claude Code
SuccessHiring
The architect behind Claude Code reveals the three things Anthropic looks for in a good hire—and why people with low ego are a must
By Emma BurleighJune 10, 2026
17 hours ago
Meryl Streep says she was ‘ready to retire’ when the call for ‘Devil Wears Prada’ came—so she demanded they double her salary or nothing
SuccessThe Promotion Playbook
Meryl Streep says she was ‘ready to retire’ when the call for ‘Devil Wears Prada’ came—so she demanded they double her salary or nothing
By Orianna Rosa RoyleJune 10, 2026
17 hours ago

Most Popular

Pentagon accuses Alibaba, Baidu and BYD, three of China's biggest companies, of supporting the Chinese military
Asia
Pentagon accuses Alibaba, Baidu and BYD, three of China's biggest companies, of supporting the Chinese military
By Kate O'Keeffe and BloombergJune 8, 2026
2 days ago
Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer
Energy
Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer
By Sasha RogelbergJune 10, 2026
13 hours ago
Costco CEO Ron Vachris rose from forklift driver to the C-suite without a college degree: ‘Don’t chase a title’ is the career advice that got him there
Success
Costco CEO Ron Vachris rose from forklift driver to the C-suite without a college degree: ‘Don’t chase a title’ is the career advice that got him there
By Preston ForeJune 8, 2026
3 days ago
Marc Lore’s robots make 500 burrito bowls an hour. A human can make 45
Innovation
Marc Lore’s robots make 500 burrito bowls an hour. A human can make 45
By Amanda GerutJune 9, 2026
1 day ago
Current price of oil as of June 10, 2026
Personal Finance
Current price of oil as of June 10, 2026
By Joseph HostetlerJune 10, 2026
18 hours ago
A ‘MAGA Warrior’ Texas ag chief is publicly blasting the USDA over a flesh-eating pest threatening America's beef supply
North America
A ‘MAGA Warrior’ Texas ag chief is publicly blasting the USDA over a flesh-eating pest threatening America's beef supply
By Marco Quiroz-GutierrezJune 10, 2026
22 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.