Chief of Staff - Boston, MA

5+ years in operations, client services, program/project management, or strategic support with client-facing delivery ownership. Demonstrated success leading multi-stakeholder projects end-to-end (scope, timelines, budgets, risk, change management). AI fluency: understand common LLM-enabled use cases, shape prompts/playbooks, evaluate quality, choose appropriate tools/vendors. High proficiency with Google Workspace, Asana/Notion, Slack. Comfort with modern web and content tools. Experience preparing polished executive documents and presentations. Bonus: familiarity with no/low-code automation, knowledge bases, responsible AI considerations.

Partner with leadership to translate priorities into sequenced plans and outcomes. Maintain accountability for deliverables and surface risks. Bring practical understanding of AI capabilities for clients. Produce executive materials for alignment and decisions. Own end-to-end delivery on client engagements involving AI-enabled solutions. Run discovery to identify use cases and success metrics. Coordinate solution build-outs with internal and external partners. Set quality and governance evaluation routines. Lead client check-ins and present options. Track budget and scope, manage subcontractors. Create guides and training for client adoption. Design and improve operational systems for work. Manage staffing assignments and subcontractor contributions. Establish dashboards for delivery health and run meeting cadences. Prepare agendas, briefings, and executive presentations. Provide clear reporting on progress, risks, and decisions.