About Chief Pursuit
At Chief Pursuit, we embed alongside visionary entrepreneurs to help them scale with clarity and confidence. We serve as their fractional Chief of Staff, Integrator, and operational leadership team, turning ideas into execution, people into aligned teams, and chaos into systems.
Our clients are entrepreneurs building fast-growing businesses. They don’t need more ideas. They need traction, structure, and a strategic partner who can drive execution. That’s where you come in.
About the Role
As a Chief of Staff at Chief Pursuit, you’ll act as the strategic right hand to our clients. You’ll sit at the intersection of vision, team, and execution, leading priorities, driving accountability, and building the operational backbone that keeps their company moving forward.
You’ll oversee project execution, lead internal rhythms like team meetings and reporting cadences, and bring clarity to every corner of the organization. Your job isn’t just to get things done. It’s to make sure the right things get done, the right way, at the right time.
If you’re equal parts systems thinker, team leader, and strategic executor, this is your seat at the table.
Responsibilities
- Lead the weekly and monthly rhythms of the business such as L10s, standups, 1:1s
- Translate founder vision into clear, trackable priorities across the team
- Build and maintain dashboards, KPI scorecards, and operational check-ins
- Manage team accountability and follow-through on goals and initiatives
- Own special projects, launches, or operational buildouts like hiring systems, reporting, or product rollouts
- Act as a central hub across departments to eliminate silos and misalignment
- Support hiring, onboarding, and team development efforts
- Create and maintain SOPs, backend systems, and workflow tools
Definition of Success
Success in this role looks like:
- Vision turns into traction. Big ideas are broken into realistic plans and consistently executed
- The team is aligned and accountable. Everyone knows their role, and priorities stay front and center
- Dashboards and KPIs drive clarity. No more guesswork, just visible progress
- The founder gets out of the weeds. They have time to think and lead again
- Systems and SOPs are solid. The business runs with clarity, not chaos
- You are the founder’s most trusted partner. You solve problems before they become issues and bring structure to their vision
Requirements
- 3+ years in a Chief of Staff, Director of Operations, or Integrator-type role
- Experience working directly with founders or executive leaders
- Proven ability to manage teams, drive execution, and own outcomes
- Deep familiarity with tools like Notion, Airtable, ClickUp, Slack, and Google Workspace
- High emotional intelligence and executive-level communication
- Confident leading meetings, aligning stakeholders, and holding others accountable
- Strong strategic thinking paired with tactical execution
- Able to work within U.S. business hours (flexible, but responsive)
What It’s Like to Work with Us
- 100% remote
- Serve amazing business owner clients doing meaningful work
- High-performance, low-drama team culture
- Growth potential through our Chief of Staff development track
- Be part of building something that actually matters
How to Apply
If you’re excited to serve visionary leaders and help turn their ideas into reality, we’d love to hear from you. Submit your application and include:
- A short intro note about why this role is a great fit
- Your résumé or LinkedIn profile
- A short Loom video introducing yourself
