Chief of Staff

About the role

If you are fascinated by the cutting edge of agentic AI systems but fundamentally grounded in ruthless organization and driving cross-functional programs to the finish line, you are in the right place.

Responsibilities

• Build internal AI, hands-on. Get into the weeds of our internal AI tools. You will prototype, test, and refine agentic workflows that automate our own internal processes, treating our company as the first customer of our technology.
• Turn AI work into a program. Transition experimental AI workflows into robust, company-wide programs. You will establish the documentation, training, and operational cadences required to make these systems reliable and scalable.
• Founder leverage and key-person de-risking. Systematically identify bottlenecks where the CEO or CTO are single points of failure. Design and implement systems, both human and AI-driven, to offload these responsibilities and de-risk the organization.
• Operating cadence and company performance reviews. Own the heartbeat of the company. Manage OKRs, executive meetings, all-hands, and quarterly planning. Ensure everyone is aligned on the most critical priorities and tracking against our goals.
• Cross-functional execution and unblocking. Serve as the ultimate unblocker. When cross-functional projects stall, you will dive in, identify the root cause, align the stakeholders, and drive the initiative to completion.
• Strategic narrative and decision support. Prepare high-fidelity briefs, board materials, and strategic models. Synthesize complex multivariable data into clear, actionable narratives that enable fast, high-quality decision-making by the founders.
• Responsible AI and operational guardrails. Define and enforce the boundary between human oversight and AI autonomy. Ensure all internal AI systems have appropriate monitoring, fail-safes, and ethical guardrails in place.
• Exit readiness and operational maturity. Build the infrastructure, data rooms, and operational rigor required for future funding rounds, M&A, or an eventual exit, ensuring the company is always audit-ready.
• Organizational health and talent. Monitor the pulse of the team. Partner with the founders on key leadership hires, resolve organizational friction, and cultivate a high-performance, systems-thinking culture.

Qualifications

• 5+ years of experience in high-growth tech, in roles such as Chief of Staff, Product Management, BizOps, or Engineering.
• Proven track record of building and managing complex, cross-functional programs from 0 to 1.
• Deep systems thinking capabilities; the ability to deconstruct a chaotic process and rebuild it into an optimized system.
• Strong technical literacy, particularly regarding AI, LLMs, and agentic workflows.
• Exceptional written and verbal communication skills, capable of distilling multivariable complexity into clear narratives.

Preferred

• Experience as a former founder or early-stage startup operator.
• Hands-on experience scripting or building automations (Python, SQL, API integrations).

Compensation and Benefits

• Base Salary: $160,000 to $220,000, adjusted based on experience and geography.
• Equity / Incentive: 0.5% to 1.0%, commensurate with impact and seniority.
• Benefits: comprehensive health, dental, vision, and wellness stipends.

Department

Operations

Locations

Multiple locations

Remote status

Fully Remote

Yearly salary

$160,000 - $220,000

About Blue Orange Digital

Blue Orange Digital is a data and AI consulting firm that helps companies turn complex data into real business outcomes. We partner with organizations across industries to design and deploy scalable data infrastructure, advanced analytics, and AI-powered solutions. Our team is fully remote, globally distributed, and driven by curiosity, impact, and innovation.