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

Here’s why this CEO doesn’t fear failure

By
Robin Koval
Down Arrow Button Icon
By
Robin Koval
Down Arrow Button Icon
July 8, 2015, 3:00 PM ET
Photograph by Adam B. Auel

MPW Insider is an online community where the biggest names in business and beyond answer timely career and leadership questions. Today’s answer for: Why is it important for women to take risks in business? is written by Robin Koval, CEO and president of Legacy.

As Albert Einstein once said, “A ship is always safe at the shore, but that is not what it was built for.” Pushing myself away from the shore and into uncharted waters, has made all the difference in my own career. Taking risks, especially in business, is the job of a leader whether you have one X chromosome or two. Of course I’ve always feared failure, but fear has an upside: it helps us proceed with insight instead of abandoning the mast when the going gets tough. Fear helps us learn, and develop grit. A growing body of evidence from academia shows that grit and its parallel traits of guts, resilience, and tenacity are key to achieving our goals. And the great news is that you don’t have to be born with grit; each and every one of us can obtain it over time.

My journey has been shaped by three key risks taken at various points in my career. Each risk required me to take a dive into the unknown, was completely unexpected, and offered absolutely no safety net. While this may sound reckless to some, it’s what allowed me to become my own first responder — identifying worst-case scenarios ahead of time, and always having a plan B.

The first risk came just after I graduated college. I graduated with a degree in design. But when I couldn’t get a design job to save my life, I had to become an administrative assistant and make travel arrangements instead of objets d’art. However, while I was learning about work – and the advertising business – I discovered my true passions: strategy, client management, and business development.

I took my second risk years later when a respected client presented me with the opportunity to create an ad agency in New York City with a woman I barely knew. I trusted my gut, gave up my hard-won (and secure) position at a well-known ad agency, and went for it. I never intended to be an entrepreneur. This was 100% not in my background or DNA. Starting the Kaplan Thaler Group was the hardest work of my life, but with a healthy dose of grit, we built our little brownstone start-up into a billion dollar billing agency.

And finally, I never intended to leave advertising or the ‘for profit’ sector. I certainly never intended to leave NYC, especially when I was CEO of a major ad agency. But a little over two years ago, I was approached with an opportunity to lead the truth (anti-tobacco campaign), and be part of an organization that is literally saving lives. So once again I pushed off shore and have never looked back.

These risks weren’t calculated, but they were considered. And all were catalysts for my professional and personal growth. We live in cautious data-centric times that don’t necessarily encourage risk-taking. While it would be easier to plug our decisions into an Excel chart and come out with a carefully calculated answer — clearly dictating which path we should take — there is no substitute for summoning your gut. No spreadsheet can replace your emotional intelligence on big, life and career-changing decisions. In an evolving world, the only strategy that is guaranteed to fail is standing on the shore and taking no risks at all.

Read all answers to the MPW Insider question: Why is it important for women to take risks in business?

How to be a fearless risk-taker at work by Donna Wiederkehr, CMO of Dentsu Aegis Network.

What the financial crisis taught this Bank of America executive about risk by Meredith Verdone, global wealth & investment management marketing executive at Bank of America.

How this woman became the first female dean of a top b-school by Sally Blount, Dean of Northwestern University’s Kellogg School of Management.

What I think about when I think about failing by Colleen Smith, vice president of SaaS and Cloud at Progress.

Here’s how bragging can boost your career by Beth Monaghan, principal and co-founder of InkHouse.

This CEO cashed in her IRA to start her own company by Gay Gaddis, CEO and founder of T3.

An unlikely degree choice got me my dream job by Lori Bailey, global head of special lines at Zurich Insurance.

Why getting too comfy at work is the ultimate career killer by Krista Bourne, president of Houston Gulf Coast Region at Verizon Wireless.

Would you risk your job to move abroad? by Mary Beth Laughton, senior vice president of e-commerce and digital marketing at Sephora.

Why it’s okay to break the rules at work by Susan Coelius Keplinger, entrepreneur.

Why recent graduates shouldn’t plan their careers byTeresa Briggs, vice chair and west region managing partner at Deloitte.

Is gender bias a reason to quit your job? by Lauren Stiller Rikleen, president of Rikleen Institute for Strategic Leadership.

The one way to guarantee failure at work by Kathy Bloomgarden, CEO of Ruder Finn.

Why starting my own business at 25 was a huge mistake by Carolyn Rodz, CEO of Market Mentor.

Build-A-Bear CEO: Why women need to take risks in business by Sharon Price John, CEO of Build-A-Bear Workshop.

About the Author
By Robin Koval
See full bioRight Arrow Button Icon

Latest in Commentary

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

Latest in Commentary

unemployed
CommentaryLayoffs
The AI efficiency illusion: why cutting 1.1 million jobs will stifle, not scale, your strategy
By Katica RoyDecember 18, 2025
16 hours ago
Muddu
CommentaryIT
IT service is reaching its breaking point. At Salesforce, we see 3 tipping points
By Muddu SudhakarDecember 18, 2025
20 hours ago
small business
CommentaryLayoffs
Our data shows that companies of 500 and fewer workers mostly avoided the AI layoffs. They’re making AI work for them
By Gabby BurlacuDecember 18, 2025
20 hours ago
Sophia Romee is the General Manager of the GenAI Studio at the College Board
CommentaryEducation
Gen Z is on the fence about AI in the classroom. That’s a good thing
By Sophia RomeeDecember 18, 2025
20 hours ago
Tim Parker
CommentaryAutos
How Bentley’s brand is creating business advantage in disruptive times 
By Tim ParkerDecember 18, 2025
23 hours ago
layoffs
CommentaryLayoffs
The AI layoff wave is just beginning — and it’s by design
By Kevin OakesDecember 17, 2025
2 days ago

Most Popular

placeholder alt text
Economy
The $38 trillion national debt is to blame for over $1 trillion in annual interest payments from here on out, CRFB says
By Nick LichtenbergDecember 17, 2025
2 days ago
placeholder alt text
C-Suite
Red Lobster CEO Damola Adamolekun says the key to being a better leader is being a better person: ‘Leadership is self-improvement’
By Sydney LakeDecember 17, 2025
2 days ago
placeholder alt text
Success
As millions of Gen Zers face unemployment, McDonald's CEO dishes out some tough love career advice for navigating the market: ‘You've got to make things happen for yourself’
By Preston ForeDecember 16, 2025
3 days ago
placeholder alt text
AI
'Robots are going to be amongst us': Qualcomm exec says buckle up for the next 5 years. Your car is going to be the first shoe to drop
By Nino PaoliDecember 17, 2025
2 days ago
placeholder alt text
Future of Work
LinkedIn CEO says it's 'outdated' to have a five-year career plan: It's a 'little bit foolish' considering the pace AI is changing the workplace
By Sydney LakeDecember 18, 2025
19 hours ago
placeholder alt text
Economy
‘This is a wacky number’: economists cry foul as new government data assumes zero housing inflation in surprising November drop
By Eva RoytburgDecember 18, 2025
15 hours ago

© 2025 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.