Enterprise Sales Executive

TailorMed

Enterprise Sales Executive managing enterprise accounts at TailorMed, driving growth in healthcare SaaS sales. Cultivating new business opportunities in patient access and affordability solutions.

Posted 5/14/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSeniorWebsite

About the role

Key responsibilities & impact

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

What you’ll need

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

Benefits

Comp & perks

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

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

B2B salesSaaS salessales cycle managementnegotiationpipeline developmentsales principles

Soft Skills

relationship-buildingcommunicationpresentationplanningorganizationmultitaskingadaptabilitymotivationresiliencegrowth mindset