Head of Deal Desk
remoteFull TimeRemote (PT)/Spain/Ireland
Apply for this roleSword 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.
We are seeking a strategic and operationally-driven Lead Deal Desk Strategist to be a cornerstone of our commercial success. You will act as the central nervous system for deal execution, partnering closely with Sales, Legal, and Finance to structure, negotiate, and close complex deals. Your primary objective is to accelerate deal velocity while ensuring compliance 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.
What you'll be doing:
- Own the Deal Lifecycle: Serve as the trusted advisor and subject matter expert for the Sales team on deal structuring, pricing, and contract negotiations. You will manage the process from initial quote to final signature;
- Accelerate Sales Cycles: Drive the end-to-end deal process, proactively identifying and removing friction points to increase the velocity of deals moving through the pipeline;
- Master the Quoting Process: Take full ownership of the configure-price-quote (CPQ) process, ensuring all deal structures and quotes are accurate, compliant, and strategically sound;
- Drive Process Excellence: Continuously identify opportunities to streamline and automate deal desk workflows. You will develop and document best practices to build a scalable foundation for a world-class deal desk function;
- Champion AI Integration: Evaluate and implement AI-powered tools to enhance deal analysis, contract review, and process automation, bringing cutting-edge efficiency to our operations;
- Ensure Data Fidelity: Guarantee the absolute integrity of all executed contracts and booking information, ensuring data flows accurately to downstream systems for reliable reporting and forecasting;
- Lead Contract Negotiations: Manage the contract redlining process, collaborating with legal and finance teams to ensure favorable terms that align with company policies and mitigate risk.
What you need to have:
- 7+ years of experience in Deal Desk, Revenue Operations, Sales Operations, or a similar function, preferably within the SaaS or Health technology industry;
- Extensive experience with contract review, redlining, and managing the negotiation process for complex commercial agreements;
- Deep expertise in CRM and CPQ tools (Salesforce experience is highly preferred);
- A strong understanding of SaaS or Health Technology business models, pricing strategies, and revenue recognition principles;
- Proven ability to work cross-functionally and build strong relationships with Sales, Legal, and Finance stakeholders;
- An analytical and process-oriented mindset with a track record of improving and scaling commercial operations.
What we would love to see:
- Experience with contract management tools such as Ironclad;
- Experience with Salesforce.com;
- Experience in Digital Health and/or SaaS industries.
To ensure you feel good solving a big Human problem, we offer:
- A stimulating, fast-paced environment with lots of room for creativity;
- A bright future at a promising high-tech startup company;
- Career development and growth, with a competitive salary;
- The opportunity to work with a talented team and to add real value to an innovative solution with the potential to change the future of healthcare;
- A flexible environment where you can control your hours (remotely) with unlimited vacation;
- Access to our health and well-being program (digital therapist sessions);
- Remote or Hybrid work policy.
Total compensation range
€45,500 - €71,500 a year
*This range includes base, variable and equity
These compensation bands are just the starting point. Once someone joins and proves they’re outlier talent, we adjust quickly to ensure their compensation aligns with their impact.
Our job titles may span more than one career level. Actual pay is determined by skills, qualifications, experience, location, market demand, and other factors. Compensation details listed in this posting reflect the base salary and any potential variable, bonus or sales incentives, and the Company’s estimation of the value of private company stock options, if applicable. The pay range is subject to change, future value of company stock options is not guaranteed, and compensation may be modified in the future. In addition to our total compensation, Sword offers a number of benefits as listed below.
Portugal - Sword Benefits & Perks:
• Health, dental and vision insurance
• Meal allowance
• Equity shares
• Remote work allowance
• Flexible working hours
• Work from home
• Discretionary vacation
• Snacks and beverages
• English class
Note: Please note that this position does not offer relocation assistance. Candidates must possess a valid EU visa and be based in Portugal.
Sword Health 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.
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