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article · 5 min read

Hiring Your First People Leader

When to bring in a Head of People, what to look for, and how a fractional partner bridges the gap.

Most founders hire their first Head of People six months too late and one level too senior.

The pattern we see at Heartwork: a founder waits until things are on fire, then over-corrects by hiring a CPO from a 2,000-person company. That leader spends their first 90 days frustrated that there's no infrastructure to lead.

A cleaner path: bring in a fractional people partner at 25 people. Use them to build the foundation — leveling, comp bands, onboarding, a real performance cycle. When you cross 80–100 people, hire a full-time Director or VP who inherits a working system.