Black Friday Sale! 50% Off All Access

The Hardest Jobs for Entrepreneurs to Fill Are Also the Most Important These are the three thing top professionals look for in startups to persuade them to leave their well-paying job.

By John Joseph Edited by Dan Bova

Opinions expressed by Entrepreneur contributors are their own.

Shutterstock

As an entrepreneur or a budding "wantrapreneur," you've likely attended industry events -- whether cocktail parties or seminars -- where most of the guests work for startups and the conversations seemingly fall into one of two kinds. The first being the people eager to tell you how amazing it is to work with the cohesive, creative, collaborative leadership team at their companies. These people will tell you that they are driven to do their best work every day, in large part because the executives leading the way inspire greatness. The other kind of conversation, while harder to hear, is no less important for lessons learned. This one is a less giddy, more gritty view of the startup experience of long hours every day and a leadership team dynamic that can be most gently described as challenging.

These two very different views of life at an emerging company illustrate just how critical every hire is at the senior-leadership level. To make sure you're getting the right mix of executives to inspire greatness in other employees, you need to look for a rare combination of qualities and personalities. For a company that is moving quickly to capture a market opportunity and scale, it's essential to find senior executives who infuse athleticism into their leadership skills. They need not only the raw intellect to think adroitly and pivot when necessary but also the muscle memory and agility required to build so much momentum, they can run through walls -- not just slam into them.

Related: Rules for Hiring a Startup Team That Believes in Your Brand

These are the hardest people to find, but it's worth your time and effort to do so. With the right dynamics at the top of the organizational chart, it's far easier for young companies to fill the rest of their open positions. That said, it isn't easy. The best professionals in their fields will leave secure, well-paying jobs and wager their futures on a startup if they see three things:

1. Founders with compelling success stories behind them. Going to work for a startup founded by newly minted entrepreneurs is a risk. Going to work for a startup founded by entrepreneurs with successful exit stories from their last ventures is an opportunity. If you've already proven yourself in the market, make sure to communicate that to potential employees.

2. The chance to create a product or service from scratch and potentially help reshape a market. The greatest rewards of startup life come from creating something that didn't exist before -- like turning on a light in a room that was dark or introducing Technicolor to a black and white screen. Many talented professionals spend their careers in jobs where they're never allowed to experience that feeling of creation. This is one of the great draws of startup life.

3. A senior-executive team that works well together: Your talent pool has been to the same industry events you have, and they've heard the same stories about the two very different types of leadership teams at startups. Show candidates that your existing senior team is cohesive, creative and collaborative, and you'll turn one of the most common candidate concerns into a recruitment asset for your company.

Related: These 5 Interview Blunders Will Probably Kill Your Job Prospects

These elements are critical in bringing in the talent who will bolster your second or third wave of recruiting. Ambitious professionals will follow good leaders from company to company, and the networks of those people later become invaluable recruitment pools.

At that point, you can begin cherry-picking the best candidates. Working for a startup is not an event, it's a lifestyle choice. You need to find the employees who can turn long hours and risk into adrenaline to fuel success. These ideal employees are willing to sign on for an extended period of time, and they have support networks at home that provide them with the personal infrastructure they'll need to help build the company.

In searching for these ideal hires, it's important to look for people who can be utility players. Every employee needs to be able to succeed in a variety of situations across the organization. There might be multiple functions within your startup but employees have to easily collaborate beyond their own jobs and treat departmental boundaries as if they're made of vapor, not brick.

Your startup leadership team must comprise highly motivated, creative self-starters in every department but most critically, in the executive suite. Then when your company name comes up in conversation at the next industry mixer, guests will be eager to hear more.

Related: How to Hire Someone Aligned With the Company's Mission

John Joseph

President and co-founder, DataGravity

John Joseph is the president and co-founder of DataGravity, a company focused on helping enterprises extract value from data. 

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Living

These Are the 'Wealthiest and Safest' Places to Retire in the U.S. None of Them Are in Florida — and 2 States Swept the List.

More than 338,000 U.S. residents retired to a new home in 2023 — a 44% increase year over year.

Business News

DOGE Leaders Elon Musk and Vivek Ramaswamy Say Mandating In-Person Work Would Make 'a Wave' of Federal Employees Quit

The two published an op-ed outlining their goals for their new department, including workforce reductions.

Starting a Business

He Started a Business That Surpassed $100 Million in Under 3 Years: 'Consistent Revenue Right Out of the Gate'

Ryan Close, founder and CEO of Bartesian, had run a few small businesses on the side — but none of them excited him as much as the idea for a home cocktail machine.

Starting a Business

This Sommelier's 'Laughable' Idea Is Disrupting the $385 Billion Wine Industry

Kristin Olszewski, founder of Nomadica, is bringing premium wine to aluminum cans, and major retailers are taking note.

Business News

These Are the Highest Paying Jobs Available Without a College Degree, According to a New Report

The median salaries for these positions go up to $102,420 per year.

Side Hustle

20 Ways to Make Money from Home in 2023

Making money from home doesn't have to be complicated. Check out these 20 smart ways to make cash from the comfort of your computer desk.