Chief of Staff, People at Sword Health

Sword Health is shifting healthcare from human-first to AI-first through its AI Care platform, making world-class healthcare available anytime, anywhere, while significantly reducing costs for payers, self-insured employers, national health systems, and other healthcare organizations. Sword began by reinventing pain care with AI at its core, and has since expanded into women’s health, movement health, and more recently mental health. Since 2020, more than 700,000 members across three continents have completed 10 million AI sessions, helping Sword's 1,000+ enterprise clients avoid over $1 billion in unnecessary healthcare costs. Backed by 42 clinical studies and over 44 patents, Sword Health has raised more than $500 million from leading investors, including Khosla Ventures, General Catalyst, Transformation Capital, and Founders Fund. Learn more at www.swordhealth.com. Role: The Chief of Staff to the Chief People Officer (CPO) provides Chief of Staff support to the CPO and serves as the execution lead for the People Team. As a strategic partner and trusted advisor, the role drives planning, prioritization, and operational excellence across (1) core People initiatives and (2) the CPO’s commercial enablement responsibilities. The Chief of Staff will run the People Team operating cadence, maintain North Star metrics and scorecards, and manage the portfolio of key initiatives—including the AI and automation roadmap—so priorities are clear, aligned, and delivered with speed and accountability. The role also supports the Impatient Thought Leadership Platform, CHRO Advisory Board enablement, and key commercial engagements led by the CPO and Benefits Strategy Leader. Team: The People Team is focused on building a high-performance organization through commercial enablement and increasing talent density to accelerate growth, and delivering an  AI-enabled people experience that improves the quality and speed of talent decisions. The Chief of Staff plays a central role in ensuring planning, coordination and execution across People Operations, People Partners, Talent Acquisition, Talent Management, Benefits Strategy, the CHRO Advisory Board, the ExO team and the Impatient Platform cross-functional team.  What you’ll be doing: • People Team Strategy and Execution: • Partner with the CPO to translate the People and commercial enablement strategy into clear goals, priorities, and scorecards. • Own portfolio management for the People Team AI enablement and automation roadmap; drive execution, track progress, risks, dependencies, and outcomes. • Drive cross-functional alignment with Finance, Legal, IT, and business leaders to ensure coordinated execution and clear decision-making. • Build relationships with key internal and external stakeholders (e.g., legal partners, consultants, vendors) to inform decisions and stay ahead of emerging HR trends. • Prepare executive-ready materials (memos, presentations, updates) for ELT/board reviews and company-wide communications; ensure delivery of CEO/ELT People-related commitments. • Lead special projects and cross-functional initiatives on behalf of the CPO. • Serve as a thought partner to People leaders—anticipating issues, removing blockers, and maintaining momentum on critical workstreams. • Commercial Enablement: • Run the Impatient podcast engine end-to-end: topic ideation, research, content calendar, guest outreach/booking, prep, run-of-show, and talent coaching. • Partner with Communications to develop and manage a focused social media strategy for the CPO that builds credibility for Impatient and strengthens Sword’s employment brand. • Establish and manage an Impatient scorecard (reach, engagement, sentiment, guest quality, and commercial impact); manage production resources/budget and report results in simple, data-driven terms. • Build and execute the CHRO Advisory Board recruitment and onboarding playbook. • Design and run the CHRO Advisory Board engagement model with Commercial to support business development and strengthen go-to-market positioning and member value. • Support planning and execution of CPO and Benefits Strategy Leader business development events, speaking engagements, and strategic networking. What you need to have: • 5+ years of experience in HR, business operations, strategy, or a related leadership role. • Strong analytical skills with the ability to interpret people data and translate insights into action. • Excellent communication, stakeholder management, and organizational skills. • Ability to influence without authority and work effectively across multiple teams and levels of leadership. • Proven experience managing complex projects and delivering high-quality results in a fast-paced environment. • Strong problem-solving skills and the ability to bring structure and clarity to ambiguous situations. • High discretion and judgment when handling sensitive people and organizational matters. What we would love to see: • Prior experience operating in a Chief of Staff, Consultant, Strategy or Program Management capacity. • Experience working in high-growth or global organizations. • Comfort with AI-enabled tools and interest in applying them to drive faster and better decision making. • Strong executive presence and ability to represent the CPO in key forums. To ensure you feel good solving a big Human problem, we offer: • A stimulating, fast-paced environment with lots of room for creativity. • A bright future at a promising high-tech startup company. • Career development and growth, with a competitive salary. • The opportunity to work with a talented team and to add real value to an innovative solution with the potential to change the future of healthcare. • A flexible environment where you can control your hours (remotely) with unlimited vacation. • Access to our health and well-being program (digital therapist sessions). • Remote or Hybrid work policy. • To get to know more about our Tech Stack, check here. Portugal - Sword Benefits & Perks: • Health, dental and vision insurance • Meal allowance • Equity shares • Remote work allowance • Flexible working hours • Work from home • Discretionary vacation • Snacks and beverages • English class Note: Please note that this position does not offer relocation assistance. Candidates must possess a valid EU visa and be based in Portugal. Sword Health complies with applicable Federal and State civil rights laws and does not discriminate on the basis of Age, Ancestry, Color, Citizenship, Gender, Gender expression, Gender identity, Gender information, Marital status, Medical condition, National origin, Physical or mental disability, Pregnancy, Race, Religion, Caste, Sexual orientation, and Veteran status.