Director Commercial Ops

AI fluency is a core expectation at Sword. Every candidate is assessed against our three-level framework — be ready to share real examples of how AI is already part of how you work.

Explorer (Level 1) — Uses AI daily to boost personal productivity

Builder (Level 2) — Creates workflows and tools that elevate the whole team

Integrator (Level 3) — Embeds AI into products and processes at scale

Every hire must demonstrate at least Level 1. The expected level will vary depending on the seniority of the role.

Sword Health is a multi-product commercial organization selling AI Care across the employer and health plan markets. The Director of Commercial Operations owns the engine behind that growth: planning, systems, deal governance, enablement, clinical pre-sales support and commercial analytics. You lead four teams (Revenue Operations, Field Enablement, Clinical Specialists and Business Analysts) and act as a strategic partner to the CRO and the commercial leaders. The right person has scaled a commercial org through hypergrowth, is equally at ease in a pipeline review and a board deck, and builds operating systems that make sellers faster.

Lead and develop the Commercial Operations org (Revenue Operations, Field Enablement, Clinical Specialists, Business Analysts): set direction, hire and develop leaders, and hold each team accountable for its impact on revenue

Set the commercial operating rhythm and be accountable for its outcomes: annual and quarterly planning, capacity and quota strategy, and business reviews with the CRO and executive team

Be the single source of truth on commercial performance: pipeline health, conversion, win/loss, deal economics and rep productivity. Turn the data into decisions, not dashboards

Set deal governance policy: pricing guardrails, approval authority and contracting standards across employer, health plan and channel deals, carried out through the RevOps and Deal Desk teams

Make sure Enablement and Clinical Specialists are deployed where they move revenue, so sellers walk into every meeting with the right narrative, proof and clinical credibility

Drive the GTM systems roadmap (Salesforce, CPQ/CLM, Gong and the data stack) and bring in AI and automation to remove manual work from the commercial process

Partner with Finance, Legal, Product, Marketing and Account Management on pricing, packaging, new product launches and cross-sell motions

10+ years in Revenue/Commercial Operations, Strategy & Ops or consulting, with 5+ years leading multi-function teams (RevOps plus at least one of Enablement, Sales Strategy or Analytics)

Track record of scaling a B2B commercial org through hypergrowth, ideally in US digital health, health benefits or enterprise SaaS

Hands-on ownership of planning, forecasting, quota and compensation design at the company level

Fluency in long, complex enterprise sales cycles with multiple buyers (employers, health plans, consultants, channel partners)

Executive presence: you can push back on a CRO, present to the board, and coach a first-time manager in the same week