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 We are seeking a strategic and operationally-driven Deal Operations manager to be a cornerstone of our commercial success. You will act as the central nervous system for deal execution - partnering closely with Sales, Legal, Finance, and Security to develop winning proposals, structure and negotiate complex deals, and drive them through to signature. Your primary objective is to accelerate deal velocity while balancing speed with control: ensuring compliance, protecting margin, and maximizing value. This is a high-impact role for a proactive problem-solver who thrives in a fast-paced environment and is passionate about building scalable processes. This is a process leadership role with real authority over how deals move through Sword and a direct line of impact on revenue velocity, contract quality, and cross-functional trust. You will quarterback complex deals end-to-end and, over time, identify and drive improvements to the systems and workflows you operate in - embedding approved deal structures into Salesforce, improving quote configurations, and building the operational infrastructure that lets a lean team support enterprise deal volume at scale.
The role owns the full commercial lifecycle - from proposal and RFP response, through agreement-in-principle, to executed contract. This is a critical function within Commercial Operations that combines proposal development, deal governance, and customer-facing commercial contracting to improve deal velocity and efficiency. \n What you’ll be doing Proposals & RFP response - commercial development You own how Sword puts its best commercial foot forward: turning customer
requirements into accurate, compelling, on-time proposals. Own the end-to-end RFP, RFI, and proposal response process: intake and qualification, timeline ownership, draft assembly, and on-time submission of high-quality responses Coordinate input from Sales, Legal, Finance, Security, and Product subject-matter experts to assemble accurate, persuasive responses, and chase contributors to hit submission deadlines Build and maintain a reusable proposal content library - answer bank, boilerplate, case studies, and security/compliance responses - to raise quality and shorten turnaround Translate commercial intent into clear pricing, packaging, and SKU guidance within proposals, and route pricing and non-standard terms through the approval matrix before anything is submitted to a customer Partner with Sales to tailor proposals to buyer priorities while protecting standard terms, margin, and the integrity of the deal structure Deal Governance - internal process ownership You are the gatekeeper between Sales, Finance, and Legal: keeping deals structured, data clean, and process enforced before a contract ever reaches a customer. Own CRM data quality and SFDC governance: enforce field completion
requirements before deals advance stages, and maintain accurate ownership, split credits, and attribution Own the commercial approval matrix and manage approval workflows in CRM and CLM tools (Ironclad, Spotdraft), in partnership with the SFDC admin Manage discounting compliance: validate quote configuration and pricing accuracy, route non-standard discount requests for approval, and flag deals requiring executive sign-off Contract execution - customer-facing orchestration You are the primary point of contact with customers during the contracting phase - not for legal wording decisions, but to move the deal from agreement to signature. Manage the full contract workflow from first draft to countersignature, maintaining the clause library, quote templates, and product catalog Negotiate commercial terms directly with customers within approved parameters Orchestrate redline reviews: perform the first read on vendor paper, assign review by topic to Legal, Finance, or Risk Management, and ensure deviations from standard MSA/Order Form receive appropriate approval before execution Ensure every signed contract reflects the approved deal structure Systems & continuous improvement You leave processes better than you found them, and you build the infrastructure that lets a lean team scale. Drive continuous improvement of proposal, deal, and contracting processes: identify failure points, document fixes, and enforce adherence across all participants Build AI-native tooling with internal teams to meaningfully scale commercial processes, reduce manual effort, and accelerate time-to-close Track and analyze deal and proposal patterns to identify bottlenecks and propose data-driven improvements, embedding approved structures back into Salesforce and CPQ Maintain and improve deal documentation: approval policies, pricing guidelines, SKU guidance, and process playbooks What you need to have Experience 3–5 years in a deal desk, commercial contracting, or commercial/sales operations role in a B2B SaaS environment Owned RFP/RFI and proposal responses end-to-end: coordinating cross-functional input, managing deadlines, and owning the quality of what reaches the customer Managed contract workflows end-to-end: from quote validation and approval routing through redlining, execution, and repository management Negotiated commercial terms directly with enterprise customers: payment terms, SLAs, liability positions Enforced process and policy discipline across Sales, Legal, and Finance without direct authority over those teams Operated within a CLM environment (Ironclad, Spotdraft, or equivalent) and maintained a CRM (Salesforce strongly preferred), with exposure to CPQ tooling, as a system of record for deal data Skills & Competencies Commercial acumen: you understand pricing architecture, deal structures, and how individual contract terms translate to downstream business and financial risk Proposal & RFP development: you produce clear, persuasive, well-structured proposals and RFP responses, coordinate SMEs to a deadline, and build reusable content that scales quality across
the team Contract literacy: you can read and interpret standard MSA and Order Form language, identify non-standard clauses, and know which deviations require Legal vs. Finance vs. executive review Customer-facing confidence: you lead redline conversations with enterprise buyers directly, professionally, and without escalating prematurely, you hold the line on approved positions and know when to escalate vs. when to close Process discipline: you document what you do, systematize what recurs, flag what breaks, and drive improvement. You leave processes better than you found them Automation mindset: you look at a manual process and immediately think about how to reduce it, whether through better tooling, workflow automation, or smarter handoffs Written communication: your emails, redline comments, and internal memos are clear, precise, and calibrated to the audience \n US - Sword
Benefits &
Perks: • Comprehensive health, dental and vision insurance* • Life and AD&D Insurance* • Financial advisory services* • Supplemental Insurance
Benefits (Accident, Hospital and Critical Illness)* • Health Savings Account* • Equity shares* • Discretionary PTO plan* • Parental leave* • 401(k) • Flexible working hours • Remote-first company • Paid company holidays • Free digital therapist for you and your family *Eligibility: Full-time employees regularly working 25+ hours per week Note: Applicants must have a legal right to work in the United States, and immigration or work visa sponsorship will not be provided. SWORD Health, which includes SWORD Health, Inc. and Sword Health Professionals (consisting of Sword Health Care Providers, P.A., SWORD Health Care Providers of NJ, P.C., SWORD Health Care Physical Therapy Providers of CA, P.C.*) 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.
