Job Description

Location: On-site 3–4 days/week in Brooklyn, NY

Compensation: Competitive base + equity

Overview

The nature of online abuse has fundamentally changed. AI-driven agents are creating a “hair on fire” problem for our customers, and we’re building the foundational layer for the new reality of online trust. To win, we need a disciplined operating system that keeps the entire company aligned and moving fast.

We are seeking a Chief of Staff to the CEO who will combine strategic leverage with operational execution. You’ll be both a force multiplier for the CEO and the architect of the company’s internal rhythm—how we set priorities, make decisions, and deliver results.

This is also a clear path to leading all of Castle’s operations. You will take ownership of core business functions from day one, and as you build the systems, team, and infrastructure, you’ll grow into the role of Head of Operations.

Your first year at Castle

Days 1–90: Run core operations directly—finance coordination, people ops, hiring logistics, meeting prep—while mapping current processes, identifying inefficiencies, and establishing clear ownership for recurring work.

Days 91–180: Build systems and support structures that allow the CEO and leadership team to focus on the highest-leverage work. You’ll streamline workflows, implement tools, and bring in additional support (EA, ops coordinator, or vendors) where needed.

Day 181+: Take on full operational leadership—overseeing finance, legal, HR, and internal systems—while spending more time driving strategic priorities such as planning cycles, investor updates, board prep, and operational reviews.

What you’ll do

• Run the company’s planning and execution rhythm: Own quarterly/annual planning, set measurable goals, and ensure alignment between strategy and execution.
• Drive cross-functional initiatives: Lead complex projects that span teams, keeping stakeholders aligned and accountable.
• Partner directly with the CEO: Own key priorities such as board and investor communication, strategic analyses, and special projects.
• Oversee and grow core business operations: Ensure finance, legal, HR, and office operations run smoothly, and build the infrastructure and team to support scale.
• Identify and remove operational bottlenecks: Work with internal teams (including automation) to improve processes, but also implement pragmatic, immediate fixes.
  
  

What we're looking for

• Proven execution and project leadership: You’ve driven complex, cross-functional initiatives to completion in a fast-scaling startup.
• Operational precision: You turn chaos into clarity, juggle competing priorities without losing detail, and act quickly to remove roadblocks.
• High-impact communication: You influence and align stakeholders at all levels, holding the team—including the CEO—accountable in a direct, fair, and motivating way.
• Strategic operator track record: Experience as a Chief of Staff, Senior Ops Manager, founder’s associate, or similar role, with a history of delivering measurable results.
  
  

How to apply

Send your resume and a short note explaining a time you improved both the speed and the quality of decision-making in a team to [email protected]

Job Tags

Full time, Work at office, Immediate start, 3 days per week,

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