Note: The job is a remote job and is open to candidates in USA. Sword Health is shifting healthcare from human-first to AI-first through its AI Care platform, making world-class healthcare available anytime, anywhere. They are seeking a strategic and operationally-driven Deal Operations manager to oversee deal execution, partnering with various teams to develop proposals and drive complex deals to completion.
Responsibilities
- 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
- 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
- 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
- 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
Skills
- 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
- 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
Benefits
- 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
Company Overview