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

Trendingnow

1

The millennial generation has split, new Fed research shows: Those over 35 are edging toward boomer-style wealth, while everyone else falls behind

2

Spain lifted the World Cup, but the IRS still gets a cut of its $50 million pay day as players, coaches and refs all face complex U.S. “jock taxes”

3

Scott Bessent casually says the U.S. has more than $1 trillion in gold—and that it doesn’t matter for the dollar

1

The millennial generation has split, new Fed research shows: Those over 35 are edging toward boomer-style wealth, while everyone else falls behind

2

Spain lifted the World Cup, but the IRS still gets a cut of its $50 million pay day as players, coaches and refs all face complex U.S. “jock taxes”

3

Scott Bessent casually says the U.S. has more than $1 trillion in gold—and that it doesn’t matter for the dollar
Second Act

The One Question to Ask Yourself Before Starting a Business

By
Polina Marinova
Polina Marinova
Down Arrow Button Icon
By
Polina Marinova
Polina Marinova
Down Arrow Button Icon
April 27, 2016, 9:00 AM ET
550215695
Businessman looking out over city at sunrisePhotograph by Ezra Bailey via Getty Images
Add Fortune on Google for similar content.

At this point in his career, serial entrepreneur Jason Nazar has developed a one-word litmus test for aspiring entrepreneurs: “Why?”

If you can’t answer that key question, entrepreneurship probably isn’t for you. The 37-year-old has learned as much in his experience as a founder (he sold his document-sharing company Docstoc to Intuit (INTU) in 2013 for a reported $50 million, although Intuit recently shut it down) and as a partner at a venture consulting firm, where he worked with numerous startups.

“When I look at an entrepreneur, I ask, ‘Do they have a huge desire to achieve their goal? And is that desire bigger than the external circumstance they’re facing,’” Nazar says.

After the Docstoc acquisition, Nazar knew he wanted to build something more meaningful the next time around. So he started working on his second act: Comparably, a platform that provides salary data for public and private companies. His “why?”: A desire to encourage open and transparent conversations around compensation.

Nazar spoke with Fortune about some of the biggest lessons he has learned during his entrepreneurial career.

This Q&A has been edited for grammar and clarity.

You’ve already founded and successfully sold a company. Why do it again?

Nazar: I enjoy my time off and spending time with family and friends, but if that’s all I did, I would feel like a waste and a failure. I want to be in a position to take the opportunities that I’ve had and help as many people as possible. I’m not going to be the person who cures cancer. I’m not going to help us get to Mars. But I do really love recruiting and leading a group of really passionate people. At this point, I’ve been around a lot of different companies where I’ve seen the good and the bad. I want to be in a position to look back 10 years from today and say, “We made a meaningful dent in the way companies think about transparency and how they interact with their employees.”

Honestly, people can look at me from the outside and say, “Look, he’s had all of this success,” but you make a lot of mistakes. I wasn’t always the best version of myself as a CEO. Sometimes I would micromanage people, and I would get too stressed out. Over the years, you feel like, “If I could do this all over again with a clean slate and with an amazing group of people, how much better could I be personally, and how much further could I take the company?” I just want to be a better version of myself this time around.

 

What does it take to be a successful entrepreneur?

Nazar: The first is you have to have a massive “why.” If you don’t have a big burning reason why you’re doing what you’re doing, then you’ll always let the “what” and the “how” be an excuse for not doing that thing. Whereas if you have that big burning “why,” you’ll always figure out the “what” and the “how.”

The second is that you need to have an intense work ethic. There are just too many variables you cannot control. You can’t control what the market’s going to do. You can’t control what the competition’s going to do. But you can always control how much effort you put in. That increases your luckiness. Effort helps you go through more iterations. The more iterations you can go through, the more likely you are to stumble on things, and it then makes it feel like lightning struck or magic happened. The research shows that the vast majority of people who excel in their discipline – whether it’s athletics, music or science – do not actually have any meaningful difference when it comes to IQ or learning ability. It’s that they have a systematic discipline to practice. I fundamentally believe that hard work is what gives anybody the competitive advantage.

The third thing is something people that don’t talk about enough: Soft skills and likeability are big things that people miss when it comes to entrepreneurship. We go through so much of our educational system and we learn facts. We’re not ever taught how to be charismatic, likeable or persuasive. A really big part of being a successful entrepreneur is the ability to get other people to do things for you that are in their best interest. You need to have a social fluidity about you that creates an ease in harsh environments.

What has been the biggest challenge you’ve faced as an entrepreneur?

Nazar: Dealing with other people. What happens as an entrepreneur is that every single thing that happens in a company becomes a reflection of you. Your employees constantly hold up a mirror to you of all of your worst traits and all of the things you do wrong. You can’t complain about your employees because at the end of the day, you hired them. You created the structure of goals where they’re successful or they’re not successful.

Hiring is extremely difficult. Even after this many years, I can’t sit down with someone and have an hour-long conversation and know whether they’ll be a good fit for the company. So the ideal way for me is to say, “Hey, let’s work together for a month,” so we can get to know each other first. The hardest part is finding, growing and retaining really exceptional people and creating an environment where the sum of all the parts is greater than the whole.

About the Author
By Polina Marinova
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

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
  • TikTok icon
  • YouTube icon

Latest in

AMD’s Lisa Su defends open-source AI following Hugging Face security breach caused by OpenAI agents
AIAdvanced Micro Devices
AMD’s Lisa Su defends open-source AI following Hugging Face security breach caused by OpenAI agents
By Sebastian HerreraJuly 23, 2026
7 hours ago
Alphabet Inc. and Google CEO Sundar Pichai speaks during the inauguration of a Google Artificial Intelligence (AI) hub in Paris on February 15, 2024. (
Big TechWall Street
AI is forcing Big Tech to do something it’s never done: Spend more than it earns, and Wall Street hates it
By Eva RoytburgJuly 23, 2026
8 hours ago
Innovaccer's founders sit in chairs on a stage
AIData
Innovaccer’s CEO walked away from Disney and NASA to fix healthcare’s data mess. Now the startup has crossed $200 million in ARR
By Lily Mae LazarusJuly 23, 2026
8 hours ago
cc
AISocial Media
Coke on its rebrand accidentally nailing Gen Z’s ‘fridge cigarette’ joke: ‘building on on the things people already know and love’
By Tatiana SatauaJuly 23, 2026
8 hours ago
Can Bangkok future-proof itself against the heat?
CommentaryThailand
Can Bangkok future-proof itself against the heat?
By Curtis S. Chin and Ella TanJuly 23, 2026
9 hours ago
Photo of Mark Zuckerberg
AIMark Zuckerberg
‘Call us whatever the hell you want’: Mark Zuckerberg just launched an AI optimism blitz using nostalgia to sell Meta’s AI future amid backlash
By Mia OsmonbekovJuly 23, 2026
9 hours ago

Most Popular

The millennial generation has split, new Fed research shows: Those over 35 are edging toward boomer-style wealth, while everyone else falls behind
Real Estate
The millennial generation has split, new Fed research shows: Those over 35 are edging toward boomer-style wealth, while everyone else falls behind
By Nick LichtenbergJuly 22, 2026
2 days ago
Spain lifted the World Cup, but the IRS still gets a cut of its $50 million pay day as players, coaches and refs all face complex U.S. “jock taxes”
Personal Finance
Spain lifted the World Cup, but the IRS still gets a cut of its $50 million pay day as players, coaches and refs all face complex U.S. “jock taxes”
By Joshua HongJuly 23, 2026
23 hours ago
Scott Bessent casually says the U.S. has more than $1 trillion in gold—and that it doesn’t matter for the dollar
Economy
Scott Bessent casually says the U.S. has more than $1 trillion in gold—and that it doesn’t matter for the dollar
By Sasha RogelbergJuly 22, 2026
1 day ago
Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
Success
Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
By Sasha RogelbergJuly 20, 2026
4 days ago
Current price of oil as of July 23, 2026
Personal Finance
Current price of oil as of July 23, 2026
By Joseph HostetlerJuly 23, 2026
19 hours ago
The $39 trillion U.S. national debt isn’t as high as Japan’s and Singapore’s relative to economy size—and yet it's still worse somehow
Economy
The $39 trillion U.S. national debt isn’t as high as Japan’s and Singapore’s relative to economy size—and yet it's still worse somehow
By Sasha RogelbergJuly 23, 2026
15 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.