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

What I think about when I think about failing

By
Colleen Smith
Colleen Smith
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
By
Colleen Smith
Colleen Smith
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
June 30, 2015, 9:00 AM ET
Colleen Smith
Colleen SmithPhotograph by Justin Knight

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 Colleen Smith, vice president of SaaS and Cloud at Progress.

Early in my career as a software engineer, I was approached by our VP of sales. She said to me, “My sales folks keep telling me that every time they use you in a deal, they win the business because the prospects all love how knowledgeable you are about the software.”

It was shortly after that conversation that she convinced me to give up my position as a software engineer in the North Shore of Boston and move to New York City to become a sales rep. If someone had told me a year earlier that I would no longer be a developer, but would become a sales rep with a $2 million quota, I would have told them they were crazy.

That was 25 years ago, and taking that risk was probably one of the best things I could have done for my career.

Taking risks can sometimes end up being the exact catalyst needed to get you on the right path — even if you didn’t know it was the right path in the first place. I talk to a lot of young women who feel they are somewhat ‘stuck’ in their career, and it’s usually because they think their career path needs to be a linear one. I often tell them my story and encourage them to think about doing something different that utilizes their skills and knowledge.

 

When I think back about certain decisions I made in my career, I remember taking risks that I might not have taken in my personal life, especially if I knew there was a chance I might lose something of value.

I believe that taking a risk is an essential part of living up to your potential. I look back and I believe that taking the risk to become a salesperson early in my career gave me more insight into what I was good at and how I could best utilize my skills. I later continued on to become a sales manager and eventually transitioned into marketing.

Taking risks earlier in my career and succeeding gave me more confidence to take other risks along the way. For example, a CEO I once worked for needed someone to step up and take on a challenging role at a somewhat tumultuous time in the company’s history. After volunteering to do the job, I gained not only an incredible amount of respect from him and the other team members, but I learned so much by immersing myself into that new role, which ultimately prepared me for fearlessly managing through tough times.

I think women in business are sometimes afraid to fail because they think it will reflect poorly on other women. But by taking risks — more often than not, you will succeed. A CEO once told me to fail fast and move forward. I remember those words and often find myself repeating them to others. It is okay to take a risk and potentially fail because the other option is to never take the risk and ultimately never succeed.

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

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 careersbyTeresa 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 Authors
By Colleen Smith
See full bioRight Arrow Button Icon
By Bethany Cianciolo
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
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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • 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 Commentary

heitmann
CommentaryEntrepreneurship
Here’s how to build something that lasts, from the founder of a $300 million bootstrapped company that’s been growing for 28 years straight
By Tim HeitmannMarch 1, 2026
3 hours ago
world's fair
CommentaryRobots
Something big is happening in AI, but panic is the wrong reaction
By Peter CappelliFebruary 28, 2026
1 day ago
putin
CommentaryRussia
Exclusive analysis: we looked at the 400 western firms still in Russia. Their paltry size strips Putin’s bluff bare naked
By Jeffrey Sonnenfeld, Stephen Henriques, Jake Waldinger and Giuseppe ScottoFebruary 27, 2026
2 days ago
roth
CommentaryLeadership
The AI resource reallocation challenge: How can companies capture the value of time?
By Erik RothFebruary 27, 2026
2 days ago
will
CommentaryAdvertising
I’m one of America’s top pollsters and I’ve got a warning for the AI companies: customers aren’t sold on ads
By Will JohnsonFebruary 27, 2026
2 days ago
the pitt
CommentaryDEI
‘The Pitt’: a masterclass display of DEI in action 
By Robert RabenFebruary 26, 2026
3 days ago

Most Popular

placeholder alt text
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your job
By Orianna Rosa RoyleFebruary 27, 2026
2 days ago
placeholder alt text
AI
The week the AI scare turned real and America realized maybe it isn't ready for what's coming
By Nick LichtenbergFebruary 28, 2026
1 day ago
placeholder alt text
Middle East
Iran is now on 'death ground' amid existential threat from U.S. attacks and could 'go big' in retaliation, former NATO commander warns
By Jason MaFebruary 28, 2026
20 hours ago
placeholder alt text
Success
Walmart exec says U.S. workforces needs to take inspiration from China where ‘5 year-olds are learning DeepSeek’
By Preston ForeFebruary 27, 2026
2 days ago
placeholder alt text
Personal Finance
Current price of gold as of February 27, 2026
By Danny BakstFebruary 27, 2026
2 days ago
placeholder alt text
Middle East
Dubai’s worst nightmare unfolds as Iran strikes Gulf neighbors
By Dana Khraiche, Fiona MacDonald and BloombergFebruary 28, 2026
16 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.