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Chief of Staff, AI & Strategic Initiatives

REMOTE | St. Louis

About Human Agency

Human Agency offers full-service business solutions to partners and the organizations we create. We are a team of problem solvers driven by purpose and commitment to the free exercise of our and our partners’ human agency.

The Role

Human Agency is seeking a Chief of Staff, AI & Strategic Initiatives to serve as a strategic force multiplier to the Founder and executive team. This role is designed for a highly resourceful, adaptable, and technically adept leader who thrives in fast-paced, high-stakes environments. You will drive execution across AI-driven initiatives, identify and capitalize on new business opportunities, and ensure operational excellence across the organization.

This is not a passive support role—it is a thought partner position that requires a bias for action, intellectual curiosity, and the ability to navigate ambiguity. The ideal candidate will have a deep understanding of AI, enterprise technology, and business strategy, with a proven ability to drive high-impact projects from inception to execution.

Key Responsibilities

Strategic Leadership & Business Acceleration

  • Act as an extension of the Founder, driving strategic priorities and ensuring high-impact execution across the company’s AI Solutions practice.
  • Identify new opportunities for AI-driven solutions, partnerships, and business development, bringing a structured, data-driven approach to assessing market opportunities.
  • Develop and implement frameworks for scalable growth, operational efficiency, and strategic decision-making.
  • Translate high-level objectives into concrete action plans, ensuring alignment across leadership and execution teams.

Execution & AI Solutions Delivery

  • Lead high-priority AI-focused initiatives, ensuring seamless integration of AI capabilities into client engagements and internal operations.
  • Act as a bridge between AI, business strategy, and execution, ensuring projects are delivered with technical rigor and business impact.
  • Manage multiple ad hoc technical and strategic projects, balancing execution speed with high-quality outcomes.

C-Suite & Operational Oversight

  • Manage up—be the wrangler of the Founder and C-suite, ensuring execution at the highest levels of performance.
  • Own and oversee executive-level operations, including scheduling, travel, investor relations, and board communications.
  • Drive cross-functional collaboration between AI, sales, product, and operations teams to streamline execution.
  • Optimize executive workflows, leveraging AI and automation to enhance productivity and decision-making.
  • Empower the Founder maximize their own superpowers, by being a force multiplier to their strengths.

Technical & Market Intelligence

  • Conduct deep-dive research on AI industry trends, competitive intelligence, and emerging technologies, distilling insights for leadership.
  • Monitor the AI regulatory landscape and ethical considerations, ensuring compliance and forward-thinking strategies.
  • Lead strategic partnerships and vendor evaluations for AI-driven tools and enterprise solutions.

Process & Performance Optimization

  • Identify inefficiencies and build scalable, tech-enabled solutions to improve operational velocity and team productivity.
  • Implement best practices for AI adoption, strategic planning, and process automation.
  • Develop executive dashboards and KPIs to track progress on strategic initiatives.

Who You Are

  • Entrepreneurial & Resourceful: You anticipate needs, find solutions, and make things happen without waiting for direction.
  • Highly Technical & Strategic: You understand AI, business strategy, and how to bridge the two for real-world impact.
  • Bias for Action: You operate with urgency, delivering results in high-pressure, ambiguous environments.
  • Problem-Solving Expert: You bring structure to chaos, making high-stakes decisions with limited information.
  • Client & Partner-Focused: You know how to engage executives, investors, and clients to drive deals and partnerships.
  • Operationally Excellent: You thrive in execution—building scalable systems, processes, and high-performance cultures.

Experience & Qualifications

  • 5+ years in a strategic, operational, or business development role (consulting, AI, technology, venture-backed startups, or enterprise solutions preferred).
  • Experience driving AI Solutions, product development, strategy, or enterprise digital transformation initiatives.
  • Proven track record of leading high-impact projects, driving revenue, and working directly with executives.
  • Strong analytical, problem-solving, and decision-making skills with a high level of technical fluency.

Bonus: Background in AI, ML, product management, consulting, or enterprise SaaS.

Additional Considerations

  • Travel: 10-30% based on strategic priorities.
  • Location: Remote-friendly with preference for candidates in major tech hubs.

Why This Role?

This is a high-agency, high-impact position that puts you at the center of Human Agency’s AI-driven transformation. You will work directly with top executives, drive enterprise AI solutions, and accelerate the company’s growth. If you thrive in complex, fast-moving environments and want to be a strategic leader in AI and business innovation, we want to hear from you.

Here at Human Agency, we support a collaborative environment and value open participation from individuals with different ideas, experiences, and perspectives. We believe having a diverse team makes us a more interesting and innovative place to work, and we strive every day to make Human Agency a welcoming and inclusive place for all.

 

Equal Opportunity Employment Statement

Human Agency is an Equal Opportunity Employer. We believe that no one should be discriminated against because of their differences, such as age, disability, ethnicity, gender, gender identity and expression, religion or sexual orientation. 

All employment decisions shall be made without regard to age, race, creed, color, religion, sex, national origin, ancestry, disability status, veteran status, sexual orientation, gender identity or expression, genetic information, marital status, citizenship status or any other basis as protected by federal, state, or local law. Human Agency is committed to providing veteran employment opportunities to our service men and women.

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