Remote Deal Operations

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.RoleWe 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.What you'll be doingProposals & RFP response - commercial developmentYou 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 responsesCoordinate input from Sales, Legal, Finance, Security, and Product subject-matter experts to assemble accurate, persuasive responses, and chase contributors to hit submission deadlinesBuild and maintain a reusable proposal content library - answer bank, boilerplate, case studies, and security/compliance responses - to raise quality and shorten turnaroundTranslate 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 customerPartner with Sales to tailor proposals to buyer priorities while protecting standard terms, margin, and the integrity of the deal structureDeal Governance - internal process ownershipYou 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 attributionOwn the commercial approval matrix and manage approval workflows in CRM and CLM tools (Ironclad, Spotdraft), in partnership with the SFDC adminManage discounting compliance: validate quote configuration and pricing accuracy, route non-standard discount requests for approval, and flag deals requiring executive sign-offContract execution - customer-facing orchestrationYou 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 catalogNegotiate commercial terms directly with customers within approved parametersOrchestrate 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 executionEnsure every signed contract reflects the approved deal structureSystems & continuous improvementYou 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 participantsBuild AI-native tooling with internal teams to meaningfully scale commercial processes, reduce manual effort, and accelerate time-to-closeTrack and analyze deal and proposal patterns to identify bottlenecks and propose data-driven improvements, embedding approved structures back into Salesforce and CPQMaintain and improve deal documentation: approval policies, pricing guidelines, SKU guidance, and process playbooksWhat you need to haveExperience3–5 years in a deal desk, commercial contracting, or commercial/sales operations role in a B2B SaaS environmentOwned RFP/RFI and proposal responses end-to-end: coordinating cross-functional input, managing deadlines, and owning the quality of what reaches the customerManaged contract workflows end-to-end: from quote validation and approval routing through redlining, execution, and repository managementNegotiated commercial terms directly with enterprise customers: payment terms, SLAs, liability positionsEnforced process and policy discipline across Sales, Legal, and Finance without direct authority over those teamsOperated 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 dataSkills & CompetenciesCommercial acumen: you understand pricing architecture, deal structures, and how individual contract terms translate to downstream business and financial riskProposal & 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 teamContract 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 reviewCustomer-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 closeProcess discipline: you document what you do, systematize what recurs, flag what breaks, and drive improvement. You leave processes better than you found themAutomation mindset: you look at a manual process and immediately think about how to reduce it, whether through better tooling, workflow automation, or smarter handoffsWritten communication: your emails, redline comments, and internal memos are clear, precise, and calibrated to the audienceUS - 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 weekNote: 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.We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.