About the role

Role Overview

Chief of Staff to the CEO at Swooped—a high-leverage, high-trust role serving as the CEO’s closest thought partner and force multiplier. You’ll blend operator instincts with strong communication, owning work that shapes how the organization shows up externally.

Responsibilities

Office of the CEO (Management)

Coordinate the CEO’s focus and priorities in alignment with organizational needs
Provide strategic external communications support (triage incoming communications, draft responses, ensure follow-up)
Field and triage meeting requests for the CEO; take meetings independently when appropriate
Prepare briefings and materials for high-stakes engagements
Act as a proxy for the CEO in decision-making and follow-ups; ensure next steps are completed
Partner with the CEO’s EA on scheduling, travel, expenses, and inbox management; optimize travel time for relationship-building

Communications & Marketing

Lead and own executive communications for the CEO, including thought leadership content via Substack, LinkedIn, and other channels
Steward and manage communications connected to the organization’s podcast
Own CEO/executive media relations, coordinating with the Comms Lead on journalist responses and proactive engagement
Support development of presentations and workshop facilitation materials to ensure the CEO is polished and on-message

Work Location & Logistics

Full-time, exempt role
Remote from anywhere in the U.S. with high-speed internet; preference for PST hours
Up to 40% travel within the U.S.

Compensation & Benefits

Baseline compensation range: $150,000–$175,000 (depending on experience)
Comprehensive benefits: full health/dental/vision, life insurance, short- and long-term disability, flexible work hours/location, flexible PTO, paid parental leave
Home office stipend and professional development stipend
401(k) match: 4% vested immediately

Start Date

Start as soon as possible after offer preferred; some flexibility

About Swooped

Swooped is a growing 501(c)(3) nonprofit focused on creating equitable educational experiences that build AI literacy. The organization helps students—especially those disproportionately impacted by AI and automation—develop the conceptual knowledge and skills to thrive as future workers, creators, consumers, and citizens.

Chief of Staff & Director of Special Projects

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