Executive Assistant

Remote, US Based

About Chief Pursuit

At Chief Pursuit, we serve as the fractional operations partner to visionary entrepreneurs. Our clients are founders with bold ideas who need a strategic team to help them execute, organize, and scale.

We don’t just consult. We embed alongside them. We take over the backend so they can stay focused on the front. Through our Chief of Staff, Integrator, and operational services, we build clarity, drive execution, and help entrepreneurs step fully into their zone of genius.

About the Role

We’re hiring an Executive Assistant to support our founder clients directly, serving as their behind-the-scenes partner in organizing their calendar, managing communication, coordinating deliverables, and maintaining day-to-day structure. You’ll be the steady hand that helps them move faster, stay focused, and feel supported.

You’ll work closely with our internal Chief Pursuit operators, but your main responsibility will be working on behalf of our clients, representing the brand with excellence and taking initiative to keep their lives and businesses moving forward.

If you’re calm under pressure, obsessed with organization, and thrive behind the scenes supporting high-performing leaders, this is your dream role.

A Pathway to Leadership

At Chief Pursuit, we develop future operators and Chiefs of Staff. Every Executive Assistant on our team has access to a dedicated leadership development program designed to help you build the skills, systems knowledge, and strategic thinking required to step into greater ownership. If you’re driven, curious, and eager to grow, we’ll invest in your journey.

Responsibilities

  • Manage client calendars, schedule key meetings, and coordinate across teams
  • Own inbox support: flag important messages, draft responses, and maintain follow-ups
  • Track tasks, client to-dos, and help them stay on top of deliverables
  • Organize digital files, update SOPs, and maintain backend systems (Notion, Drive, ClickUp, etc.)
  • Help onboard new hires or vendors with checklists, forms, and scheduling
  • Draft simple reports, updates, or summaries as needed
  • Coordinate travel, events, or client-facing logistics
  • Act as a proactive support partner by thinking ahead for what they’ll need before they ask

Definition of Success

Success in this role looks like:

  • Your client feels calm, clear, and supported. You create space for them to think and lead.
  • Nothing slips through the cracks. Follow-ups, scheduling, and updates are handled before they’re even noticed.
  • Schedules run smoothly. Their time is protected, meetings are prepped, and transitions are seamless.
  • You anticipate needs. You’re not waiting for instructions. You’re solving problems before they surface.
  • Digital chaos becomes clarity. From Notion pages to Google Drive, everything is tidy, accessible, and up to date.
  • You act like a true partner, not just a task-taker. You bring ideas, systems, and structure that elevate your client’s success.

Requirements

  • 2+ years supporting executives, founders, or leaders in a high-paced environment
  • Outstanding organizational and communication skills
  • Experience working directly with clients or executives in a remote role
  • Fluent in tools like Notion, Google Workspace, Slack, Airtable, ClickUp, etc.
  • Detail-oriented, proactive, and solutions-driven
  • Emotionally intelligent, with strong judgment and discretion
  • Able to work within U.S. business hours (some flexibility OK)

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

Apply today
If you’re excited to serve visionary leaders and help turn their ideas into reality, we’d love to hear from you.
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