Enterprise Sales Executive

TailorMed

$110K — $130K *
US-AnywhereRemote in United States
Healthcare
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Experience in B2B healthcare SaaS sales with exposure to complex sales environments
  • Some familiarity with selling into healthcare organizations like health systems or specialty pharmacies
  • Awareness of the patient affordability landscape is a plus
  • Strong communication and relationship-building skills
  • Demonstrated ability or strong interest in developing new sales opportunities
  • Solid foundation in sales and negotiation principles
  • High motivation and resilience with a growth mindset

Responsibilities

  • Identify and cultivate new sales opportunities and foster long-term partnerships
  • Develop and execute business plans to achieve sales targets
  • Engage clients to understand project details, budgets, and timelines
  • Own the entire sales cycle from prospecting to closing
  • Participate in negotiations and assist in contract execution
  • Collaborate with internal teams to meet client objectives
  • Support post-sale success and maintain strong client relationships
  • Proactively communicate with clients to anticipate their evolving needs

Benefits

  • Competitive salary with equity options
  • Comprehensive medical, dental, and vision insurance effective from day one
  • 401(k) plan with a generous employer match
  • Paid time off including holidays, vacation, and sick leave
  • Six weeks of paid parental leave
  • Company-paid life insurance and technology resources
  • Opportunity to influence the future of patient affordability in healthcare
Full Job Description
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. Responsibilities: • 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 Requirements: 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 What We Offer • Competitive salary + equity • 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

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