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

The One Thing You Should Never Do if You Start a Company

By
Caren Maio
Caren Maio
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
By
Caren Maio
Caren Maio
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
December 5, 2016, 2:12 PM ET
Woman hiding peering round corner
Woman hiding peering round cornerXiXinXing—iStockphoto/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’s one of the best business decisions you’ve ever made?” is written by Caren Maio, founder and CEO of Nestio.

Over the past several years, my startup has gone from a good idea—an online platform to help landlords market and lease apartments—to a business with over 40 employees. As we’ve grown, I’ve discovered a hard truth: It’s incredibly difficult to let go, especially when you’re so invested in your company’s success.

But being a “helicopter boss” just doesn’t work as your company scales. It’s not humanly possible, it’s not healthy, and it’s actually counterproductive. While a fast-growing company has thousands of priorities, I’ve learned the hard way that my role ultimately boils down to three critical and interrelated functions: finding talent, keeping talent, and ensuring there’s money in the bank. In fact, the best business decision I’ve ever made is opting to focus on just these—and rein in any helicopter tendencies.

  1. You can’t do it all—so find the people who can

Earlier this year, Nestio completed a Series-A financing round, with plans to quadruple in size within months. I realized I couldn’t continue to have my hands in everything—in fact, it was holding us back. But letting go didn’t come easily. I love sales, for instance. But while I still do a lot of interacting with customers, and even close deals from time to time, I’m no longer involved in every sale. I had to find the right talent and delegate.

Finding great people is an art in itself. But time and time again, I’ve found that leaning on the people you already know and trust and tapping their networks is the surest path to success. To that end, we’ve designed a bonus system for existing employees who refer candidates our way.

As Google (GOOG) and others have learned, however, it’s not all about the cash. The referrals that matter most, I’ve found, come from people who truly love the company and excel in their roles. Bottom line: A players know A players, and they should be your first call.

See also: What I Learned From Starting a Company With Co-Founders

  1. Once you’ve got them on board, keep them on board

Employee retention is a challenge at companies of all sizes, and there’s no easy fix. Having a solid culture—one that employees want to grow with—is the most important element, of course. But finding ways to keep the lines of communication wide open and offer constructive feedback can also go a long way toward keeping people happy and on board.

The tricky part as CEO is finding the time for communication, especially as your company grows and your calendar becomes packed with board meetings, reports, and presentations. To that end, every other month I hold office hours, where employees share whatever is on their minds. And on a less formal level, I try to never turn down an invitation for a coffee.

During a recent coffee break with a group of newly hired engineers, I discovered that they wanted to know more about our industry. Based on that, we decided to launch a real estate 101 class—a lunch-and-learn that the whole company now participates in—a time investment that is well worth the cost.

  1. Above all, ensure there’s money in the bank

This one’s a no-brainer. If you’ve got no money—if you can’t pay salaries, support marketing campaigns, or even keep the lights on—you don’t have a company. Period. The good news is that, generally speaking, if you’re good at the other two functions above, this one should fall into place. The one area that I did have to brush up on, however, is investor relations.

 

A key priority for any CEO should be keeping investors engaged, updated, and informed—and doing so long before (and after) the capital is required. Even if you’re not explicitly seeking new funding, you should always be meeting new people and strengthening new investor relationships.

As all-star VC Mark Suster has said, “Fundraising is an ongoing process and not an event on a work plan.” I met with our Series-A investors months before we were raising money. Just like dating before you get married, you want to make sure the relationship will work through thick and thin. Even now, I’m regularly going to our investors for input. I get to benefit from their advice, show my commitment, and stay top of mind.

Five years into this adventure, I’m finally ready to land that helicopter of mine. A lot of people—even me, early on—get a high of self-importance from thinking that the business depends on them. It doesn’t—or at least, it shouldn’t. Thanks to a bit of prioritizing, I’m proud to say that my baby can now walk, talk, and run on its own.

Maio is not an investor of Google.

About the Authors
By Caren Maio
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
1 day ago
world's fair
CommentaryRobots
Something big is happening in AI, but panic is the wrong reaction
By Peter CappelliFebruary 28, 2026
2 days 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
3 days ago
roth
CommentaryLeadership
The AI resource reallocation challenge: How can companies capture the value of time?
By Erik RothFebruary 27, 2026
3 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
3 days ago
the pitt
CommentaryDEI
‘The Pitt’: a masterclass display of DEI in action 
By Robert RabenFebruary 26, 2026
4 days ago

Most Popular

placeholder alt text
Economy
Your grandparents are the reason the U.S. isn't in a recession right now. That won't last forever
By Eleanor PringleMarch 1, 2026
1 day ago
placeholder alt text
Success
MacKenzie Scott's close relationship with Toni Morrison long before Amazon put her on the path give more than $1 billion to HBCUs
By Sasha RogelbergMarch 1, 2026
18 hours ago
placeholder alt text
Middle East
As Iran attacks Dubai, the tax-free haven for the global elite could see 'catastrophic' fallout — 'this can also send shockwaves globally'
By Jason MaMarch 1, 2026
16 hours ago
placeholder alt text
Personal Finance
Trump's universal 401(k) architect on why lower-income people distrust retirement accounts: 'they want to know what the catch is'
By Jacqueline MunisFebruary 28, 2026
2 days ago
placeholder alt text
Health
Gen Z men are eating ‘boy kibble,’ the human equivalent to dog food, to load up on protein cheaply
By Jake AngeloMarch 1, 2026
22 hours ago
placeholder alt text
Middle East
U.S. military gives Iran a taste of its own medicine with cheap copycat Shahed drones, while concern shifts to munitions supply in extended conflict
By Jason MaMarch 1, 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.