Job Description
Overview The Chief of Staff, AI Special Projects is a high-agency operating role that reports to the Head of Engineering and helps a rapidly growing AI team operate with speed, clarity, and follow-through while building AI-enabled platforms inside a complex, high-stakes investment and financial services environment. This role is designed for a highly capable, technically curious operator who wants to work directly with Engineering leadership, learn quickly through close mentorship, and grow into materially broader ownership as the team scales. The expectation is not that this person has all the answers on day one; the expectation is that they bring strong judgment, learning velocity, organization, follow-through, and comfort operating in uncertainty. This role is a force multiplier for product development, Engineering leadership leverage, daily execution, and the operating rhythm required to scale quickly. Sitting at the epicenter of Engineering, Product, and domain Subject Matter Experts (SMEs), this person will help organize priorities, capture context, run the operating cadence, support platform health, source critical talent, and unblock work. Few roles offer this combination of access, urgency, mentorship, and learning curve: a front-row seat to technology, startup-style AI product building, and a cutting-edge financial services environment. You will see how ambiguous business problems become prototypes, evaluations, production launches, and scaled workflows, while learning directly from Engineering leadership and a founding AI team. Whether you are a recent graduate, early in your career, or coming from a different professional path with limited direct exposure to tech, startups, institutional finance, or hedge funds, this role is designed to be a growth accelerator and a credible bridge into multiple future paths, including engineering, product, strategy, operations, or other high-leverage technology-adjacent roles. The role will start with strong execution support, context capture, follow-through, and operating cadence, and is expected to grow into broader ownership of special projects, decision visibility, and cross-functional execution. This is a fully remote position that offers a competitive salary range of $120,000 to $180,000, plus an annual bonus. You'll also receive our excellent benefits package, which includes medical coverage starting on day one and a company-matched 401(k). Compensation may vary based on experience, location, and other job-related factors. Responsibilities Daily Operations & Team Cadence Own and run many of the team's daily operational tasks: agendas, notes, action items, follow-ups, trackers, decision logs, recurring rituals, operating checklists, and meeting preparation Run a clear rhythm for priorities, standups, demos, stakeholder check-ins, feedback loops, launches, and post-launch follow-through Keep docs, task boards, timelines, status updates, operational checklists, and open questions current so everyone knows what matters and who owns it Technology Platform Operations & Service Health Play a significant role in ensuring healthy day-to-day operations of all critical technology platforms and services, partnering with Engineering to track service health, releases, incidents, escalations, risks, and follow-through Maintain lightweight dashboards, runbooks, operating checklists, escalation paths, service-review notes, and post-incident action items so platform work stays visible and accountable Help coordinate platform rollouts, issue triage, stakeholder communications, user feedback loops, reliability follow-through, and operational improvements across critical systems Engineering Leadership Leverage & Special Projects Partner directly with the Head of Engineering on high-priority AI special projects that need structure, urgency, and follow-through Convert broad goals into plans with owners, milestones, risks, decisions, and next actions Jump into gaps across discovery, demos, rollout coordination, hiring support, vendor sourcing and engagement, talent sourcing, documentation, and stakeholder communication Product, Domain & Workflow Translation Learn investment, operational, and technology workflows by working with SMEs, operators, product managers, engineers, and users Turn messy domain context, feedback, edge cases, and constraints into notes, requirements, maps, FAQs, and action plans Highlight where AI, automation, or better workflow design can create leverage for users and the team Communication & Stakeholder Alignment Draft crisp briefs, research summaries, roadmap updates, launch notes, recaps, and ex