Director of Sales – Health Systems

🕒 March 31

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TailorMed

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2018

⚕️ Healthcare Insurance

💳 Fintech

💊 Pharmaceuticals

Healthcare Insurance • Fintech • Pharmaceuticals

TailorMed is an innovative platform designed to remove barriers to healthcare, focusing on affordability and access for patients. The company provides a comprehensive financial navigation solution that helps patients and providers manage medical costs effectively. With partnerships across the healthcare ecosystem, TailorMed aims to ensure that every patient receives the treatment they need without delays or financial burden.

📋 Description

• Identify and cultivate new sales opportunities and convert relationships into long-term partnerships • Develop comprehensive business plans to achieve and exceed sales targets and quotas • Engage clients to understand project scope, budgets, and timelines • Own the entire sales cycle, from prospecting and lead generation through closing the deal • Lead negotiations and oversee contracts while maintaining accurate sales records • Partner with executives to align on client objectives and deliver measurable results • Strengthen customer loyalty and build lasting trust with exceptional post-sale support and follow-through • Communicate proactively and consistently with clients to anticipate and meet their evolving needs

🎯 Requirements

• Demonstrated success in enterprise-level, B2B healthcare SaaS sales, preferably in areas such as patient support services, specialty pharmacy, care coordination, or financial assistance platforms—where navigating clinical and administrative workflows is essential • Proven track record selling into complex healthcare organizations, including health systems, IDNs, oncology departments, specialty pharmacies, and/or community oncology centers, with experience managing long sales cycles and engaging cross-functional stakeholders • Understanding of the patient affordability landscape, including exposure to copay assistance programs, foundation support, free drug programs, or reimbursement navigation—ideally through direct collaboration with access, financial navigation, or specialty pharmacy teams • Exceptional relationship-building, communication, and presentation skills • Ability and desire to target and develop cold leads and build pipeline • Knowledge of industry-relevant market research, sales, and negotiating principles • Strong planning, closing, and multitasking skills • Ability to learn and adapt quickly • Enthusiastic with a positive attitude, resilience, and perseverance • Willing to travel 30-50% of the time

🏖️ Benefits

• Premium medical, dental, and vision insurance plans, a wide range of voluntary and supplemental benefits, and 24/7 benefits access and support - all effective from your first day of work • 401(k) plan with a 4% employer match • Paid holidays, vacation, and sick leave • Six weeks of paid parental leave • Company-paid life insurance • New MacBook, plus all of the equipment and technology you’ll need to be successful in your role • The opportunity to help shape the future of healthcare