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Here’s why founders should make sure they have an HR in place before hiring their 50th employee

Brit Morse
By
Brit Morse
Brit Morse
Leadership Reporter
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Brit Morse
By
Brit Morse
Brit Morse
Leadership Reporter
Down Arrow Button Icon
May 2, 2025, 8:38 AM ET
Two people sitting during an interview.
To avoid crucial hiring errors as a company grows, small businesses need to bring on an HR person before reaching the 50 employee mark. Getty Images

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When it comes to building a company from the ground up, it’s normal for founders to make some mistakes along the way. But one of the main pitfalls that this group runs into is bringing on HR too late. 

Most founders make hiring decisions based on what’s most needed in the moment, and often prioritize roles in engineering, marketing, or sales, over other parts of the business. But as soon as a company reaches that 50 employee mark, it’s subject to multiple federal labor laws that offer benefits and additional protections to workers, such as the Family and Medical Leave Act, the Fair Labor Standards Act, and the Affordable Care Act. 

It’s at this inflection point that Meredith Meyer Grelli, assistant professor at Carnegie Mellon University’s Tepper School of Business and assistant dean of entrepreneurship initiatives at the school of computer science, says “informal practices start to fray.” 

“When there’s a small enough team, the culture is organic and the processes don’t have to be as defined,” she says. “But once the company starts to hire, leaders have to start bringing in people who are specifically designed for organizational structure and handling humans well.”

That’s why she and other experts say founders need to hire an HR person before hitting that landmark. It doesn’t have to be a CHRO, or someone with a C-suite level role, but she says there needs to be a designated point person to handle issues like benefits, PTO, and remote/hybrid work arrangements. 

The sweet spot for HR hiring is somewhere around the 20 to 30 employee mark, says Massimo Mazza, a senior partner of strategy and corporate finance at consulting firm McKinsey. He adds that’s when a company starts to develop a real culture, as teams are built out and more middle management is brought in. 

“Think of it as a transition from family into a town, from a place where everyone knows each other to one where you need to have some sort of infrastructure, some sort of governance for it to be effective,” says Mazza.

The need for a human resources professional also increases in cases where a startup takes on any kind of large funding rounds, especially from venture capitalists, notes Meyer Grelli. That’s because once the money comes in, investors will likely be putting added pressure on the company to grow quickly. That kind of rapid hiring requires someone who can put more firm practices in place to ensure labor laws aren’t violated in the process. 

“When taking on funding, you might even bring in HR earlier, because those jumps in a venture-backed company can happen so quickly, from 10 people to 50 overnight after a round,” she says. “So it’s best to have that person on board in anticipation.”

Read more on common hiring mistakes startup founders make and how to avoid them here.

Brit Morse
brit.morse@fortune.com

Around the Table

A round-up of the most important HR headlines.

Small-ticket items shipped from China will no longer be exempt from tariffs starting this week, meaning independent vendors will have to start facing the costs. New York Times

The chair of Tesla’s board of directors, Robyn Denholm, denied a Wall Street Journal report that the electric vehicle company was searching for a CEO to replace Elon Musk. New York Times

Something very strange is happening to the labor market and it’s possible that for young people, it never fully recovered from the pandemic. The Atlantic

Watercooler

Everything you need to know from Fortune.

A focus on employee health. The hustle culture of tech startups is often fundamentally incompatible with employee well-being, but this company is trying to change that. —Sara Braun

Retirement benefits. Thinking about retirement may be one of the best tools small businesses have to attract young talent. —Alicia Adamczyk

AI-proof. Marc Andreessen says that venture capitalists may have one of the only professions that could escape the rising tide of AI automation. —Beatrice Nolan

This is the web version of Fortune CHRO, a newsletter focusing on helping HR executives navigate the needs of the workplace. Sign up to get it delivered free to your inbox.
About the Author
Brit Morse
By Brit MorseLeadership Reporter
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Brit Morse is a former Leadership reporter at Fortune, covering workplace trends and the C-suite. She also writes CHRO Daily, Fortune’s flagship newsletter for HR professionals and corporate leaders.

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