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About the Role

Pursuit is hiring a Chief of Staff to our CEO to serve as a force multiplier for the executive team. This senior leadership role is central to strategy, execution, partnerships, and organizational alignment, translating vision into action and driving high-priority initiatives. The ideal candidate is a sharp, systems-minded operator who thrives in ambiguity, moves comfortably between strategy and execution, and brings strong judgment, presence, and follow-through. You will join Pursuit at a pivotal moment as we deepen our leadership in AI and workforce development, scale our programs, and build new products that expand economic mobility.

Responsibilities

Serve as a strategic thought partner and trusted advisor to the CEO on organizational priorities, decisions, and key initiatives.
Represent the CEO in internal and external meetings, ensuring alignment, clear communication, and follow-through.
Drive organizational integration and alignment by leading cross-functional coordination toward shared goals.
Lead executive team meetings and leadership retreats, including agenda-setting, facilitation, decision capture, and accountability tracking.
Translate strategic priorities into clear organizational roadmaps with defined milestones, owners, and timelines.
Build and maintain systems to track organizational performance, priority initiatives, and progress against goals.
Act as a connector across teams, identifying opportunities for collaboration and removing operational bottlenecks.
Support and, where appropriate, directly own the execution of high-priority strategic initiatives on behalf of the CEO and organization.
Drive continuous improvement in organizational processes, systems, and ways of working.
Draft and review high-stakes internal and external communications, including speeches, memos, and correspondence.
Champion Pursuit’s values and culture, reinforcing a high-performing, mission-driven environment.
Support organizational transparency and effective information flow to build trust and alignment.
Help manage the CEO’s time and attention, ensuring focus on the highest-impact priorities.
Support executive hiring processes, including role scoping, job description development, candidate screening, and interview coordination.

Requirements

8+ years of experience in high-performing, fast-paced environments such as startups, consulting, or high-growth, innovative nonprofits.
Strong strategic and analytical thinking, with the ability to synthesize complex information and translate it into clear recommendations and action.
Exceptional project management and execution skills, with a track record of owning multiple complex initiatives from concept through delivery.
Comfort operating in ambiguity, navigating change, and balancing long-term thinking with hands-on execution.
Strong interpersonal skills and emotional intelligence, with the ability to build trust, influence across levels, and handle sensitive matters with discretion.
A systems-oriented, ownership-driven mindset, with the ability to identify patterns, improve how organizations operate, and drive accountability.
Deep alignment with Pursuit’s mission and a genuine interest in the intersection of technology, AI, and economic mobility.
Experience supporting organizational growth, scale, or periods of significant change.
Familiarity with the social impact landscape, including workforce development, education, or economic development.

Skills

AI
Strategy
Execution
Partnerships
Organizational Alignment
Project Management
Interpersonal Skills
Emotional Intelligence
Systems Thinking
Ownership
Workforce Development
Economic Mobility
Technology

Location

Hybrid

Work Type

Hybrid
Flexible work policy
Flexible hours

Experience Level

Senior leadership
8+ years of experience

Education Level

MBA or MPA or similar advanced degree a bonus

Salary/Compensations

$180,000 - $200,000

Benefits

Competitive compensation in base, plus bonus
Full benefits package
401k Match
Unlimited PTO
All-Pursuit summer break the last week of August
Week-long holiday the last week of December
Hybrid and flexible work policy
Flexible hours
Catered lunches once a week
Delicious snacks
Dedicated time to build in AI and hone your AI skills

About the Company

Pursuit is a social impact organization building the future of economic mobility in the age of AI.
For over a decade, we’ve transformed lives through immersive training programs that propel adults from low-income backgrounds into high-growth tech careers.
Our graduates have already generated nearly $1 billion in lifetime wage gains.
Pursuit is evolving into an AI-native organization, training AI-native talent, embedding AI into operations, and building scalable software to extend impact.
From grassroots partnerships to national policy, we’re rethinking how economic opportunity works at scale.

Equal Opportunity

Our team has a wide range of backgrounds and experiences, and we value the richness that diversity brings to our organization.
We welcome new perspectives and affirm that all employment decisions are made without regard to race, color, ancestry, religion, national origin, age, familial or marital status, sex, sexual orientation, pregnancy, gender identity or expression, disability, genetic information, veteran status, or any other classification protected by federal, state, or local law.
Pursuit is an equal opportunity employer.