Enterprise Sales Executive

Join Us at Tailor Med – Transforming Healthcare Affordability Awarded Best in Class in Health Equity 2025

At Tailor Med
, we’re on a mission to eliminate barriers across the entire medication journey—from affordability to access and adherence. As a pioneering force in healthcare, we’re building a new category that transforms how patients, providers, pharmacies, life sciences, and payers collaborate to ensure every patient receives the treatment they need without delay.

Tailor Med is the medication success platform removing every barrier across the patient journey, from access and affordability through adherence and ongoing care. Through a connected network spanning 945+ hospitals, 4,700+ clinics, 3,100+ pharmacies,
100+ life sciences programs, and 6,000+ support programs, Tailor Med has supported over 75 million patients and secured more than $7.4 billion in financial assistance since 2020. Tailor Med's platform, including Tailor Med Core, Tailor Med Connect, Tailor Med Complete, Tailor Med Amplify, and Tailor Med Alliance, connects patients, providers, pharmacies, and life sciences companies through one coordinated network designed to reach every patient at every step of their medication journey.

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Are you an emerging sales leader with experience in healthcare SaaS and a strong desire to grow into a strategic enterprise role? We’re seeking an Enterprise Sales Executive to help drive growth and expand our impact across health systems, IDNs, oncology networks, and specialty pharmacies. In this role, you’ll manage a portfolio of enterprise accounts while building new business opportunities in the digital health, patient access, and affordability solutions space.

You’ll thrive here if you’re energized by purpose-driven work, eager to deepen your experience navigating complex healthcare organizations, and motivated to grow your skills in long-cycle, high-value sales environments. Join our fast-growing team and help shape the future of patient affordability in healthcare.

• Identify and cultivate new sales opportunities and convert relationships into long-term partnerships
• Develop business plans to achieve and exceed sales targets and quotas
• Engage clients to understand project scope, budgets, and timelines
• Own the full sales cycle, with support and collaboration as needed, from prospecting through closing
• Participate in negotiations and support contract execution while maintaining accurate sales records
• Partner closely with internal stakeholders, including senior team members, to align on client objectives and deliver results
• Build strong client relationships and support post-sale success and follow-through
• Communicate proactively with clients to anticipate and meet evolving needs

Experience in B2B healthcare SaaS sales, with exposure to enterprise or complex sales environments

• Some experience selling into healthcare organizations such as health systems, IDNs, oncology departments, or specialty pharmacies, with a desire to deepen this expertise
• Familiarity with the patient affordability landscape (e.g., copay assistance, foundation support, reimbursement navigation) is a plus, but not required
• Strong relationship-building, communication, and presentation skills
• Demonstrated ability or strong interest in building pipeline, including sourcing and developing new opportunities
• Solid foundation in sales and negotiation principles, with a willingness to learn and grow
• Strong planning, organization, and multitasking skills
• Ability to learn quickly, take feedback, and adapt in a fast-paced environment
• High motivation, resilience, and a growth mindset
• Willingness to travel 30–50% of the time

• Competitive salary + equity
• Premium medical, dental, and vision insurance…