• 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
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
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • 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
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Most Popular

placeholder alt text
Big Tech
The Chan Zuckerberg Initiative cut 70 jobs as the Meta CEO’s philanthropy goes all in on mission to 'cure or prevent all disease'
By Sydney LakeFebruary 1, 2026
21 hours ago
placeholder alt text
Future of Work
Ford CEO has 5,000 open mechanic jobs with up to 6-figure salaries from the shortage of manually skilled workers: 'We are in trouble in our country'
By Marco Quiroz-GutierrezJanuary 31, 2026
2 days ago
placeholder alt text
Economy
'I just don't have a good feeling about this': Top economist Claudia Sahm says the economy quietly shifted and everyone's now looking at the wrong alarm
By Eleanor PringleJanuary 31, 2026
2 days ago
placeholder alt text
Success
U.S. Olympic gold medalist went from $200,000-a-year sponsorship at 20 years old to $12-an-hour internship by 30
By Orianna Rosa RoyleFebruary 1, 2026
15 hours ago
placeholder alt text
Success
Ryan Serhant starts work at 4:30 a.m.—he says most people don’t achieve their dreams because ‘what they really want is just to be lazy’
By Preston ForeJanuary 31, 2026
2 days ago
placeholder alt text
Energy
Top energy expert says probability the U.S. will attack Iran soon is 75% as risk of major disruption to oil supply is priced in — 'this one is real'
By Jason MaFebruary 1, 2026
10 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.


Latest in Features

FeaturesBlue Ribbon Companies
Blue Ribbon Companies 2026: See which tech giant made more Fortune lists than any other in the past year
By Fortune EditorsJanuary 15, 2026
18 days ago
Bill Gates and Warren Buffett.
InvestingWarren Buffett
Warren Buffett’s blind spot: Did the digital economy leave him behind?
By Adam SeesselDecember 30, 2025
1 month ago
Photo of Sam Altman
AIOpenAI
Inside OpenAI’s fragile lead in the AI race, and the 8-week ‘code red’ to fend off a resurgent Google
By Jeremy Kahn, Alexei Oreskovic and Lee CliffordDecember 17, 2025
2 months ago
FeaturesThe Boring Company
Two firefighters suffered chemical burns in a Boring Co. tunnel. Then the Nevada Governor’s office got involved, and the penalties disappeared
By Jessica Mathews and Leo SchwartzNovember 12, 2025
3 months ago
CoreWeave executives pose in front of the Nasdaq building on the day of the company's IPO.
AIData centers
Data-center operator CoreWeave is a stock-market darling. Bears see its finances as emblematic of an AI infrastructure bubble
By Jeremy Kahn and Leo SchwartzNovember 8, 2025
3 months ago
Libery Energy's hydraulic fracturing, or frac, spreads are increasingly electrified with natural gas power, a technology now translating to powering data centers.
Energy
AI’s insatiable need for power is driving an unexpected boom in oil-fracking company stocks 
By Jordan BlumOctober 23, 2025
3 months ago