• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Features40 Under 40

40 Under 40: What I would tell my 20-year-old self, 2014 edition

By
Michael Casey
Michael Casey
Down Arrow Button Icon
By
Michael Casey
Michael Casey
Down Arrow Button Icon
October 9, 2014, 8:00 AM ET
Photograph by Ben Baker for Fortune; Grid Photo: Neilson Barnard—Getty Images

Hindsight, as they say, is always 20/20.

Each year when we select the new class of our 40 Under 40, we get them talking about their business, sure, but we also go deeper. We ask them about their best de-stress tactic, how they manage their time, where they like to travel, and even about their favorite room in their home. We ask them about the best advice they ever got. This year, we tweaked that and asked: what advice would you give to your 20-year-old self? Here are some of their best answers.

Ivanka Trump, EVP, Development and Acquisitions, Trump Organization (no. 33)

Ask questions and listen more than you talk. You can’t be an expert at everything—and at 20 you're more likely to be an expert at nothing! That said, with inexperience comes fresh perspective.

Nick Woodman, Founder and CEO, GoPro (no. 12)

It was the same advice that I gave myself when I was 20, which is, any time you have a difficult decision, imagine yourself as a 90-year-old looking back at this moment. What decision would you wish that you would have made? Go forward and look backward.

Michael Patterson, Partner, Highbridge Principal Strategies (no. 38)

Construct your own definition of success, don't let the world do it for you. Just because someone puts a carrot in front of you doesn't mean you have to chase after it.

Sophia Amoruso, Founder and CEO, Nasty Gal (no. 30)

Shave your legs.

Vijaya Gadde, General Counsel, Twitter (no. 28)

I would tell myself that life is going to be really, really unexpected and not to be easily discouraged about whether or not I picked the right class. You never know where you’ll end up and just have to keep moving forward.

Sarah Kauss, Founder and CEO, S'well (no. 36)

Sarah Kauss, founder and CEO of S'well

I would tell myself to buy real estate next to the High Line in NYC! I’d also tell young Sarah to be more patient with my career and to realize that good things will happen with hard work and time.

Tristan Walker, Founder and CEO, Walker & Co. (no. 35)

Keep up that relentless determination but couple that with some faith. You’ll find that you spend less time managing your anxiety and fears and more time getting things done.

Kevin Chou, Co-founder and CEO, Kabam (no. 25)

When pursuing your first job, focus on working with great people, and not the job with the highest paycheck.

Anthony Watson, CIO, Nike (no. 19)

I would tell myself that tackling and overcoming the challenges of growing up as a member of the LGBT community will make you a resilient, authentic, compassionate, perceptive and powerful leader one day. Hang in there, you will have many amazing people walk along side you and bring out the best in you.

Nate Morris, CEO, Rubicon Global (no. 34)

Visit your mother more often.

Alexa von Tobel, Founder and CEO, LearnVest (no. 37)

Get up, dress up, show up. I think of it as my motto—get up with the energy to tackle every day, dress the part, and show up with your best A+ attitude. 



Josh Tetrick, Founder and CEO, Hampton Creek (no. 22)

There are too many urgent needs in this world—whether in food, education, health, campaign finance reform—for you not to focus your energy on them. They’re too urgent, and the irony about focusing on what the world needs the most is that there’s actually a lot of happiness that flows in engaging something higher than yourself.

About the Author
By Michael Casey
See full bioRight Arrow Button Icon

Latest in Features

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 Features

Who owns ideas in the AI age?
MagazinePublishing
Who owns ideas in the AI age?
By Francesca CassidyApril 8, 2026
9 days ago
The Walmart billionaires next door: Quiet backlash is brewing against the heirs who remade the retailer’s hometown
MagazineWalmart
The Walmart billionaires next door: Quiet backlash is brewing against the heirs who remade the retailer’s hometown
By Jessica MathewsApril 3, 2026
14 days ago
Have a strong brand in a world of noise—it’s like having the only red T-shirt in a stadium full of white ones
MagazineVolvo
Have a strong brand in a world of noise—it’s like having the only red T-shirt in a stadium full of white ones
By Kamal AhmedApril 2, 2026
15 days ago
Ken Griffin wants to reshape Miami—and maybe American politics
MagazineKen Griffin
Ken Griffin wants to reshape Miami—and maybe American politics
By Shawn TullyMarch 31, 2026
17 days ago
The world’s consumers are ready for robotaxis. James Peng of Pony AI wants to make sure they’re riding in his
MagazineChina
The world’s consumers are ready for robotaxis. James Peng of Pony AI wants to make sure they’re riding in his
By Nicholas GordonMarch 26, 2026
22 days ago
The youngest-ever female CEO of a Fortune 500 company is fighting Trump’s cuts to keep Medicaid strong
MagazineCentene
The youngest-ever female CEO of a Fortune 500 company is fighting Trump’s cuts to keep Medicaid strong
By Diane BradyMarch 24, 2026
24 days ago

Most Popular

Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it
Environment
Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it
By Sydney LakeApril 15, 2026
2 days ago
A world going broke: IMF says America's $39 trillion national debt is actually a global problem—and AI may be the only rescue
Economy
A world going broke: IMF says America's $39 trillion national debt is actually a global problem—and AI may be the only rescue
By Nick LichtenbergApril 16, 2026
19 hours ago
Germany already told its workers to ditch four-day weeks and work-life balance. Now the government wants to cut their pay for calling in sick, too
Success
Germany already told its workers to ditch four-day weeks and work-life balance. Now the government wants to cut their pay for calling in sick, too
By Orianna Rosa RoyleApril 16, 2026
1 day ago
MacKenzie Scott is bypassing the Ivy League and rewriting the $79 billion higher ed playbook by giving to HBCUs and community colleges
Politics
MacKenzie Scott is bypassing the Ivy League and rewriting the $79 billion higher ed playbook by giving to HBCUs and community colleges
By Sydney LakeApril 16, 2026
23 hours ago
Current price of oil as of April 16, 2026
Personal Finance
Current price of oil as of April 16, 2026
By Joseph HostetlerApril 16, 2026
1 day ago
Pope Leo warned the world is in ‘big trouble’ if Elon Musk becomes the first trillionaire
Success
Pope Leo warned the world is in ‘big trouble’ if Elon Musk becomes the first trillionaire
By Preston ForeApril 17, 2026
5 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.