Chief of Staff
About the role
You'll be the force multiplier for both founders as we scale Pearl from a few million to $100M in revenue over the next three years. This is not a calendar-and-inbox role. You'll take the highest-leverage, messiest problems off our plates: the initiatives that don't yet have an owner, the cross-functional projects that stall without someone driving them, and the strategic questions we haven't had time to properly answer. You'll be handed ambiguity and expected to return clarity, decisions, and shipped outcomes. This role is explicitly designed as a track to VP of Operations. In year one, you'll split your time between founder-directed special projects and progressively taking ownership of Pearl's internal operating machine: our processes, metrics, and capacity planning. Within 12-18 months, the expectation is that you formally lead the operations function, having already proven you run it.
What you'll do
- Represent the founders in rooms they can't attend, exercising judgment on what to decide versus escalate, while running the operating rhythm of leadership meetings, business reviews, and quarterly planning. Drive cross-functional initiatives spanning sales, client success, recruiting, and finance, serving as the connective tissue between founders and department leads and progressively taking ownership of Pearl's internal operations. Build the strategic analyses behind major decisions like pricing, market entry, and competitive positioning, stay ahead of industry trends, and take full ownership of high-priority special projects from ambiguous mandate through to shipped results.
Requirements
- A chief of staff at a fund or early stage startup
- An ex-consultant who then spent a few years in a bizops or strategy role
- A bizops or strategy and ops lead at a high-growth startup
- An ex-IB or PE associate who jumped into a portfolio company and has operating experience
- You were on the founding team at a operationally intensive startup that’s scaled quickly
- You’ve worked in an services based agency and led out operations/delivery
About Pearl Talent
Pearl Talent is a talent placement company that recruits remote workers, trains them to work effectively with AI tools, and places them as managed contractors with client companies — across roles ranging from client-facing positions to software engineers and executive assistants. The company is roughly 50 people managing a few hundred placed contractors, growing into new verticals, with clients spanning venture-backed tech and healthcare sectors. They emphasize community-building (events, culture) alongside the placement business itself.
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