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Head of People

April 29, 2026

<h2>What you’ll do</h2><ul style="min-height:1.5em"><li>This is not a traditional HR role. It is a builder-operator role focused on talent, systems, and scaling</li><li>Build and own the recruiting engine as Head of Recruiting</li><li>Hire and manage a team of IC recruiters</li><li>Hire from ~50 → 200+ employees without lowering the talent bar</li><li>Own core people operations: Onboarding and Offboarding, Benefits, Payroll</li><li>Design and implement compensation, leveling, and career ladder frameworks</li><li>Establish lightweight, high-signal performance management systems</li><li>Build talent development systems including career paths, leveling, and internal mobility</li><li>Define and reinforce company values through hiring and performance decisions</li><li>Partner with founders and leadership on org design and hiring strategy</li></ul><h2>About you</h2><ul style="min-height:1.5em"><li>Have scaled a company from ~50 to 150–300 employees</li><li>Experience in a technical company (AI, infrastructure, devtools, or engineering-heavy org)</li><li>Have personally built:<ul style="min-height:1.5em"><li>Recruiting function</li><li>Compensation and leveling frameworks</li><li>Performance management systems</li></ul></li><li>Can operate as both Head of People and Head of Recruiting</li><li>Strong talent judgment and ability to close senior candidates</li><li>Experience overseeing technical hiring</li><li>Comfortable operating in ambiguity and moving quickly</li><li>Will push back on leadership when needed</li><li>High agency, low ego, strong commercial mindset</li><li>You’ve operated with full ownership, not as a support function</li></ul><h2>Bonus points</h2><ul style="min-height:1.5em"><li>Experience competing for top-tier AI or engineering talent</li><li>Prior Head of People or strong #2 stepping into the role</li><li>Experience working closely with founders and technical leadership</li><li>Experience building people systems through rapid scaling (50 → 150+)</li><li>Experience integrating teams from acquisitions</li></ul>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...