Strategic Health Systems Sales Director

Regard; Miami (FL); On-site; USD 150,000 - 170,000; Full time

Benefits offered by this job

Generous commission

Equity

Health benefits

PTO 18 days

Learning stipend

Team retreat

Sabbatical

Job summary

Regard is seeking an Executive Director to lead sales strategy and execution across large health systems in the US. You will own the full sales cycle, build tailored business cases, and collaborate with clinical and financial leaders to drive ROI.

You will analyze challenges, craft personalized stories, and advance deals through multi-threaded consensus. The role requires travel ~30% and offers a generous commission plan with equity and strong health benefits.

Qualifications

• Experience selling software to major health systems and engaging C-suite executives (CFO, CMIO, COO, CIO)
• Ability to build tailored business cases and multithread across executive stakeholders
• Located within 50 miles of a major airport and willing to travel 30% of the time

Responsibilities

• Own the full sales cycle from prospecting to contracting with legal support
• Oversee a strategic portfolio of enterprise accounts and drive revenue growth
• Develop deep discovery insights and compelling business cases for ROI

Skills

Executive stakeholder engagement

Healthcare software sales

Sales lifecycle management

Business case development

Travel readiness

Job description

Regard is seeking an Executive Director to lead sales strategy and execution across large health systems in the US. You will own the full sales cycle, build tailored business cases, and collaborate with clinical and financial leaders to drive ROI.

You will analyze challenges, craft personalized stories, and advance deals through multi-threaded consensus. The role requires travel ~30% and offers a generous commission plan with equity and strong health benefits.