Chief of Staff

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🔥 2 minutes ago

🇺🇸 United States – Remote

💵 $175k - $225k / year

⏰ Full Time

🔴 Lead

👩🏽‍✈️ Chief of Staff

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Helm Health

WebsiteLinkedInAll Job Openings

11 - 50 employees

Founded 2023

⚕️ Healthcare Insurance

☁️ SaaS

🤝 B2B

Healthcare Insurance • SaaS • B2B

Helm Health is a SaaS platform that partners with TPAs and health insurers/carriers to power “Dynamic Copay” health-plan products. The platform uses upfront, guaranteed prices, granular cost and quality data, smart claim bundling, and an intuitive provider search to drive member engagement, enable value-driven benefit design, and reduce plan costs (the company reports 74% of care is shopped through the platform and ~15% plan savings). Helm enables moving beyond traditional deductible-centric plans by creating simple, guaranteed prices for members while preserving provider fee-for-service reimbursement.

📋 Description

• Drive high-priority cross-functional initiatives, including strategic partnerships, advisor management, operating-process improvements, market analysis, and special projects. • Translate company priorities into clear plans, owners, timelines, decision points, and follow-through. • Facilitate quarterly and annual planning with the executive team. • Consolidate executive narratives for quarterly Board meetings into written and visual materials. • Prepare investor relations materials and support future fundraising efforts. • Draft executive updates, internal communications, and strategic memos. • Champion AI adoption by identifying use cases, piloting tools, and building workflows, prompts, playbooks, and automations. • Help sales, finance, operations, product, and leadership teams use AI to improve speed, quality, and leverage. • Partner with functional leaders to improve operating systems and reporting. • Support company planning, KPI reporting, forecast updates, scenario analysis, and Board/investor materials. • Support enterprise deal execution through analysis, collateral, RFP support, meeting preparation, and follow-up tracking. • Facilitate leadership-team rhythms, including agendas, notes, decision logs, and follow-up tracking. • Capture and advance decisions, open questions, and cross-functional dependencies. • Plan and execute company offsites, including logistics, content planning, and post-offsite follow-through. • Reinforce a high-trust, high-accountability operating culture. • Report directly to the CEO and work closely with the executive team, Board, investors, advisors, and external partners.

🎯 Requirements

• 4–7+ years of high-performance operating experience, ideally in a high-growth start-up, strategy, business operations, consulting, investment banking, venture capital, private equity, corporate development, strategic finance, or a similarly demanding environment. • Strong analytical skills, including comfort with financial models, operating metrics, KPI dashboards, pipeline analysis, and decision-support analyses. • Exceptional written and visual communication skills, especially for Board decks, investor materials, executive updates, sales narratives, and strategic memos. • Deep hands-on AI fluency, including structured workflows, automation, data analysis, and document generation. • Comfort with tools like Claude Code, Cursor, or Codex. • Track record of turning recurring work into repeatable AI-assisted processes. • Healthcare experience, especially in health insurance, benefits, payer/provider technology, digital health, or healthcare services. • Ability to handle sensitive financial and personnel information with the utmost confidentiality. • Self-directed judgment and ability to recommend next steps based on limited information. • Ability to work independently, represent decisions accurately, and know when to escalate versus act independently. • Excitement about Helm's product and mission.

🏖️ Benefits

• Bonus + equity • Unlimited PTO (mandatory 12 days) • Computer + home office stipend • 401(k) + matching • Medical, dental, and vision insurance • Autonomy and room for career growth • Quarterly company meetings/offsites

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