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

Trendingnow

1

Corporate America has been draining the world's water. Matt Damon's new campaign calls on Gap, Starbucks, and Amazon to help give it back

2

When SpaceX starts trading, some 'shareholders' will discover they own nothing at all

3

Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer

1

Corporate America has been draining the world's water. Matt Damon's new campaign calls on Gap, Starbucks, and Amazon to help give it back

2

When SpaceX starts trading, some 'shareholders' will discover they own nothing at all

3

Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer

A Serial Entrepreneur’s Secrets for Longevity

By
Mark Fitzpatrick
Mark Fitzpatrick
Down Arrow Button Icon
By
Mark Fitzpatrick
Mark Fitzpatrick
Down Arrow Button Icon
January 24, 2016, 2:28 PM ET
Thomas Barwick—Getty Images

As a serial entrepreneur, you could say that change haunts me in my sleep. It’s rare that a week goes by when I don’t find myself lying awake at least one night, staring at the ceiling as my head spins with ideas about a new company I want to start.

At times, it’s a gift. (I get to be my own boss. Life is never boring.) But other times, it can be a curse. The entrepreneurial life is a frenetic one, and in my day-to-day world, I constantly challenge myself and my team to push our entrepreneurial limits while engineering ideas that endure.

Entrepreneurship presents me with an almost constant double-edged sword I may need to one day fall on. But I wouldn’t have it any other way. After founding four startups (not including the paintball company I started at 14), I know that I thrive best in this steely, swashbuckling environment. Here’s how to establish staying power in an ever-changing entrepreneurial space:

1. Hire for the future

I look for employees that are as innovative and as flexible as I am. Potential startup employees need to be OK with the idea that they may be hired to work for one company, but may be asked to contribute to another if need be. It’s also important to look for candidates who seem willing to quickly grow and adapt. My team is successful because its members thrive on change. We constantly feed off of each other’s energy as we work to achieve new goals (and, sometimes, change roles).

2. Find a good “Loss Leader”

Sometimes, you win by losing. As defined by Investopedia, a Loss Leader Strategy is one in which “… a business offers a product or service at a price that is not profitable for the sake of offering another product / service at a greater profit or to attract new customers.” When starting new companies, I have, from time to time, accepted projects for their portfolio-building value rather than their value to my bottom line.

Being able to share such high-profile work with new potential customers has benefitted me in two important ways: 1) I’ve been able to show potential clients that I have fruitful, now-profitable, ongoing relationships with other movers and shakers in their industries; and 2) I’m able to charge a more equitable rate for my company’s services because I have a body of work that demonstrates my company’s viability.

3. Make sure your contacts are comfortable with change

I take care to establish connections with people who will support me through inevitable turbulence. Members of your network need to care about who you are and what you represent, not just about your winning idea. Individuals who are “in it for you” will stick around for businesses Nos. 2 and 3, providing valuable contact-building, support and insight no matter what kind of company you build next.

4. Be the person you’d want to do business with

Establishing business relationships as a serial entrepreneur is like saying, “I’m not certain exactly where this road is going to take us, but I’d really like to have you on the journey. We’ll have some setbacks, a failure or two, and probably some really big successes. At times, you’re going to feel like a Burma reed in a category-5 hurricane. Are you with me?” A serial entrepreneur’s journey isn’t an easy one, so you need to give valuable members of your network a reason to continue to support you. The resounding endorsement of colleagues is a direct result of a steadfast business track record. So, mind your reputation and never burn a bridge. You never know when you’re going to need an advocate.

Mark Fitzpatrick is the founder and CEO of RUHM Luxury Marketing.

About the Author
By Mark Fitzpatrick
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

SpaceX just made IPO history. Gwynne Shotwell made it possible
NewslettersMPW Daily
SpaceX just made IPO history. Gwynne Shotwell made it possible
By Emma HinchliffeJune 12, 2026
2 hours ago
mortgage
Real Estatemortgages
Mortgage rate rises to 6.52% from 6.48%, near yearlong high
By Alex Veiga and The Associated PressJune 12, 2026
3 hours ago
elon
Startups & VentureWealth
Elon’s wealth: 1 trillion dollar bills would stretch 97 million miles, to the moon and back over 200x
By Wyatte Grantham-Philips and The Associated PressJune 12, 2026
3 hours ago
victor
North AmericaSports
Victor Wembanyama nearly got egged by a rabid Knicks fan. Nobody filed a complaint with the NYPD
By The Associated PressJune 12, 2026
3 hours ago
With SpaceX IPO, Elon Musk is the world’s first trillionaire — but he mostly lives in a tiny home in south Texas. ‘There is no food in the fridge’
Startups & VentureElon Musk
With SpaceX IPO, Elon Musk is the world’s first trillionaire — but he mostly lives in a tiny home in south Texas. ‘There is no food in the fridge’
By Jason MaJune 12, 2026
3 hours ago
dan
PoliticsElections
Dan Sullivan could be kicked out of Alaska Senate primary — but not that Dan Sullivan
By Becky Bohrer and The Associated PressJune 12, 2026
3 hours ago

Most Popular

Corporate America has been draining the world's water. Matt Damon's new campaign calls on Gap, Starbucks, and Amazon to help give it back
Environment
Corporate America has been draining the world's water. Matt Damon's new campaign calls on Gap, Starbucks, and Amazon to help give it back
By Catherina GioinoJune 9, 2026
3 days ago
When SpaceX starts trading, some 'shareholders' will discover they own nothing at all
Investing
When SpaceX starts trading, some 'shareholders' will discover they own nothing at all
By Jim EdwardsJune 12, 2026
8 hours ago
Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer
Energy
Analysts expected oil to surge above $200 but China has quietly kept prices half of that—and can’t for much longer
By Sasha RogelbergJune 10, 2026
2 days ago
Current price of oil as of June 11, 2026
Personal Finance
Current price of oil as of June 11, 2026
By Joseph HostetlerJune 11, 2026
1 day ago
American taxpayers have spent $33 billion on sports stadiums. They got fewer seats—and higher prices
Success
American taxpayers have spent $33 billion on sports stadiums. They got fewer seats—and higher prices
By Catherina GioinoJune 11, 2026
1 day ago
Meet the SpaceX employees who are set to become multimillionaires thanks to its IPO: from execs to even welders
Success
Meet the SpaceX employees who are set to become multimillionaires thanks to its IPO: from execs to even welders
By Preston ForeJune 11, 2026
1 day 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.