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

7 Skills Every Business Icon Has in Common

By
Mike Guggemos
Mike Guggemos
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
By
Mike Guggemos
Mike Guggemos
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
June 25, 2016, 11:00 AM ET
Businessmen discussing paperwork in office
Photograph by Hero Images via Getty Images

The Fortune 500 Insiders Network is an online community where top executives from the Fortune 500 share ideas and offer leadership advice with Fortune’s global audience. Mike Guggemos, chief information officer at Insight Enterprises, has answered the question: What can 20-somethings do to set themselves up for success?

Be curious. Twenty-somethings should do as much as they can to learn as much as they can. Don’t be quick to specialize. Rather, immerse yourself in your business as a whole. Once you learn one area, move to another. Have an insatiable appetite for knowledge, and challenge yourself to take on tasks and responsibilities that scare you. Then build basic competency in them.

Take every opportunity to watch and learn from people around you, and don’t be intimidated by tenure or title. Just because senior executives have higher titles than you doesn’t mean they know everything. What they do have over you is experience and diverse context when it comes to overcoming problems. So look for the traits, skills, and tools they use when making decisions. It’s likely you will notice some common behaviors among them. Executives encountering obstacles, for example, tend to quickly explore how to best mitigate negatives, expand positives, and adjust course rather than complain, stop, or quit.

See also: What This Fortune 500 Exec Wants Millennials to Know About Success

Know what you know, and know the areas you don’t know. Ask questions and get comfortable not knowing all of the answers. When you look at business icons—millionaires and billionaires—don’t doubt for a second that they have made an art of asking questions.

Experienced and confident folks don’t pretend to have all of the answers. They focus on asking questions that matter.

 

Embrace ambiguity and seek out different points of view. I have been fortunate in that I’ve served in most major business functions. This cross-functional view taught me that most successful leaders and managers, regardless of function, are those who ask thoughtful questions and possess broad knowledge more so than deep expertise. They:

  1. Behave as participants in conversation more than judges
  2. Strive to ask open and probing questions that provoke thought (it’s harder than you think)
  3. Understand that teamwork is critical to success
  4. Embrace collaboration with cross-functional teams
  5. Understand that giving definitive answers is easy, but asking questions that cause experts to questions themselves is not
  6. Know there is usually someone with greater knowledge, about most everything, than they have
  7. Realize substantive behavioral changes come more through insightful questions than definitive answers

 

In addition to curiosity, pushing yourself, and knowing what you don’t know, there are a few other things to consider:

  • Googling doesn’t supplement experience. Experience gives context for understanding and recognizing real-life experiences.
  • Failing is as important, if not more so than succeeding. Think of the tech greats—Robert Noyce and Gordon Moore, Bill Hewlett and Dave Packard, Steve Jobs, Bill Gates, Michael Dell, Larry Ellison, etc. Was it always smooth sailing for them? No. They failed, succeeded, failed, succeeded, and learned with each step.
  • Psychological safety matters. Lead by example in discussing issues, ideas, and experimentation in open forums and giving credit for trying—promote those who do.

 

Mike Guggemos, CIO at Insight Enterprises, a Fortune 500 provider of hardware, software, cloud and service solutions

About the Authors
By Mike Guggemos
See full bioRight Arrow Button Icon
By Bethany Cianciolo
See full bioRight Arrow Button Icon

Latest in

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

Markets on alert as Trump vows ‘Project Freedom’ for Hormuz, setting up potential showdown after renewed attacks on ships
EnergyIran
Markets on alert as Trump vows ‘Project Freedom’ for Hormuz, setting up potential showdown after renewed attacks on ships
By Jason MaMay 3, 2026
3 hours ago
Meme stock GameStop pitches $56 Billion takeover of eBay
RetailRetail
Meme stock GameStop pitches $56 Billion takeover of eBay
By Cecilia D'Anastasio, Se Young Lee and BloombergMay 3, 2026
6 hours ago
Former NYC Mayor Giuliani in critical condition, Trump says
PoliticsRudy Giuliani
Former NYC Mayor Giuliani in critical condition, Trump says
By Maria Paula Mijares Torres and BloombergMay 3, 2026
6 hours ago
Trump says U.S. will guide stranded ships from ‘neutral and innocent’ countries out of the Strait of Hormuz while hinting at positive Iran talks
PoliticsIran
Trump says U.S. will guide stranded ships from ‘neutral and innocent’ countries out of the Strait of Hormuz while hinting at positive Iran talks
By Adam Schreck, Melanie Lidman, Cara Anna and The Associated PressMay 3, 2026
8 hours ago
Basic goods in Cuba are increasingly sold in U.S. dollars as economy collapses. ‘Everything is scarce here — everything — even that wretched bread’
EconomyCuba
Basic goods in Cuba are increasingly sold in U.S. dollars as economy collapses. ‘Everything is scarce here — everything — even that wretched bread’
By Danica Coto and The Associated PressMay 3, 2026
8 hours ago
Hong Kong is the hub for China’s AI IPOs. It can be so much more than that
CommentaryHong Kong
Hong Kong is the hub for China’s AI IPOs. It can be so much more than that
By Brian Wong and Tony ChanMay 3, 2026
9 hours ago

Most Popular

America got rich and got sad. A top economist says 2020 broke something that hasn't healed
Economy
America got rich and got sad. A top economist says 2020 broke something that hasn't healed
By Nick LichtenbergMay 3, 2026
19 hours ago
Scott Bessent on financial literacy: 'it drives me crazy' to see young men in blue-collar construction jobs playing the lottery
Personal Finance
Scott Bessent on financial literacy: 'it drives me crazy' to see young men in blue-collar construction jobs playing the lottery
By Fatima Hussein and The Associated PressMay 1, 2026
3 days ago
Sam Altman says the quiet part out loud, confirming some companies are ‘AI washing’ by blaming unrelated layoffs on the technology
AI
Sam Altman says the quiet part out loud, confirming some companies are ‘AI washing’ by blaming unrelated layoffs on the technology
By Sasha RogelbergMay 3, 2026
17 hours ago
Gen Z is rebelling against the economy with ‘disillusionomics,’ tackling near 6-figure debt by turning life into a giant list of income streams
Economy
Gen Z is rebelling against the economy with ‘disillusionomics,’ tackling near 6-figure debt by turning life into a giant list of income streams
By Jacqueline MunisMay 2, 2026
2 days ago
I spent a decade selling homes to the ultra-wealthy. What I saw explains the housing market's nepo problem
Commentary
I spent a decade selling homes to the ultra-wealthy. What I saw explains the housing market's nepo problem
By Blake O'ShaughnessyMay 3, 2026
18 hours ago
Diary of a CEO founder says he hired someone with 'zero' work experience because she 'thanked the security guard by name' before the interview
Success
Diary of a CEO founder says he hired someone with 'zero' work experience because she 'thanked the security guard by name' before the interview
By Emma BurleighMay 3, 2026
17 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.