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

How to Know if Hiring Your Friend Will End in Disaster

By
Tai Lopez
Tai Lopez
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
By
Tai Lopez
Tai Lopez
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
January 18, 2017, 5:53 PM ET
Parks and Recreation - Season 5
PARKS AND RECREATION -- "Halloween Surprise" Episode 505 -- Pictured: (l-r) Rashida Jones as Ann Perkins, Amy Poehler as Leslie Knope -- (Photo by: Danny Feld/NBC/NBCU Photo Bank via Getty Images)Photograph by NBC/NBCU Photo Bank via Getty Images

The Entrepreneur Insiders network is an online community where the most thoughtful and influential people in America’s startup scene contribute answers to timely questions about entrepreneurship and careers. Today’s answer to the question “What should you do when your friends ask you to hire them?” is written by Tai Lopez, investor and business advisor.

Some people have horrible experiences with hiring friends and family, but I tend to be okay with it. The key is to approach the process as though you were hiring someone you didn’t know.

Be logical about it—don’t hire someone just because they’re your friend or family member. Do they have the skills or personality to grow your business? Do you want to be around this person every day? What’s their employment or business history like?

Start by working together on a one-time project, which both of you agree will be a one-off. (This is a great exercise for potential business partners, too.) You need a clearer picture of their character in the pressure cooker of business. Maybe throw a party that they can organize. Or ask them to plan and execute a seminar or conference. You’ll be able to observe their attention to detail, how they work with others, and how they handle stressful situations. Do they procrastinate? Are they lazy? Are they chronically late to meetings? Do they ask you what you need? Do you have to take the time to point out too many mistakes? We’re social animals with human flaws. The key is to decode whether or not the flaws that you observe on a one-time project would waste your time, or even wreck your business.

See also: 3 Questions You Should Ask Before Hiring Your Friends

Worst-case scenario: If the one-time project goes horribly, you only committed to doing one business project with them. And they probably won’t want a job with you anyway if the project was indeed a disaster. So you won’t have to fire them or say, “Hey, this isn’t working out.” It will likely phase out.

Best-case scenario: The one-time project goes well. But things can still be a little tricky. Say you hire your cousin or best friend for two or three months, but realize it’s not working out. If you decide to let them go at the end of the probationary period, it can still cause hard feelings.

I approach it logically. I’ll ask them to take three psychological tests before the trial period: 16 Personalities, HEXACO, and Dark Triad. The results show me if their personality is right for the hiring position; it will confirm the essential qualities I need, such as agreeableness, honesty, and humility. Most importantly, the results will uncover some of the darker traits, like Machiavellianism (a secretive, deceitful attitude), narcissism (excessive self-love), and psychopathy (a lack of empathy). I’ll also ask them questions like, “What book did you read recently?” “What did you learn?” “How do you feel about your past employers?” “What motivates you?” Having this kind of information saves valuable time and emotional energy from hiring the wrong person.

I hired my cousin as a three-month intern between her junior and senior year of college as a test. Then she became my assistant after graduation. Now she’s COO of my company, Knowledge Society.

 

So ignore the saying of “never do business with friends.” Instead, test the waters with a one-time project. If it goes well, look for deeper clues to their character. You never know: You could be one step away from your next great hire.

About the Authors
By Tai Lopez
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
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • 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

crowell
CommentaryRetirement
Retirees are facing a $345,000 bill they never saw coming — and most aren’t prepared
By Andrew CrowellApril 14, 2026
40 minutes ago
AI agents are acting like employees, but company structures still treat them like software
CommentaryOkta
AI agents are acting like employees, but company structures still treat them like software
By Dan MountstephenApril 13, 2026
14 hours ago
trump
CommentaryWhite House
The futility of Trump’s grandiose personal branding of public assets, from ballrooms and bills to ships and planes
By Jeffrey Sonnenfeld and Steven TianApril 13, 2026
17 hours ago
mueller
CommentaryEntrepreneurship
I grew up in a family of entrepreneurs. Here’s what I had to unlearn to build a $1 billion business
By Samuel MuellerApril 12, 2026
2 days ago
boomer
CommentaryLongevity
America is not ready for its own longevity crisis — and 2026 is the wake-up call
By Aimee DeCamillo and Diane TyApril 12, 2026
2 days ago
layoff
CommentaryManagement
The middle manager cuts saving you millions today will cost you everything in 2028
By Kristien TurnerApril 12, 2026
2 days ago

Most Popular

Billionaire philanthropist MacKenzie Scott has donated again—a week after gifting millions to a college, she's just given $70 million to Meals on Wheels America
Success
Billionaire philanthropist MacKenzie Scott has donated again—a week after gifting millions to a college, she's just given $70 million to Meals on Wheels America
By Fortune EditorsApril 13, 2026
19 hours ago
'People are trying to be creative': Tariff-battered American companies are so cash-starved they are using refund claims as collateral for loans
Economy
'People are trying to be creative': Tariff-battered American companies are so cash-starved they are using refund claims as collateral for loans
By Fortune EditorsApril 12, 2026
2 days ago
'This is the last warning.' Iran threatens U.S. warships after they throw down the gauntlet for winner-take-all Strait of Hormuz
Politics
'This is the last warning.' Iran threatens U.S. warships after they throw down the gauntlet for winner-take-all Strait of Hormuz
By Fortune EditorsApril 11, 2026
3 days ago
Current price of oil as of April 13, 2026
Personal Finance
Current price of oil as of April 13, 2026
By Fortune EditorsApril 13, 2026
22 hours ago
Current price of gold as of April 13, 2026
Personal Finance
Current price of gold as of April 13, 2026
By Fortune EditorsApril 13, 2026
22 hours ago
U.S. naval blockade on Iran will trigger a currency devaluation spiral and hyperinflation, potentially ending the war more quickly, analyst says
Economy
U.S. naval blockade on Iran will trigger a currency devaluation spiral and hyperinflation, potentially ending the war more quickly, analyst says
By Fortune EditorsApril 13, 2026
19 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.