Enterprise Health Systems Sales Leader & Strategy Architect

Regard; Atlanta (GA); On-site; USD 150,000 - 170,000; Full time

Benefits offered by this job

Equity

Health benefits

Learning stipend

PTO 18 days

Sabbatical

Team retreat

Job summary

Regard is seeking an Executive Director to lead strategic sales to large US health systems. You will own the full sales cycle, develop tailored business cases, and engage C-suite leaders to drive ROI-driven deployments.

This role requires travel around 30% and targets enterprise-scale deployments with measurable value. The ideal candidate brings 5+ years selling software to health systems, a consultative selling approach, and a proven ability to manage multi-threaded deals across clinical and

Qualifications

• 5+ years of experience selling software to large health systems.
• Ability to engage CFO/CMIO/COO/CIO and other VP-level buyers.
• Proven track record with multi-threaded deals and executive sponsorship.
• Comfort with travel and complex enterprise sales cycles.

Responsibilities

• Own the full sales cycle from prospecting to contracting.
• Manage a strategic portfolio of enterprise health-system accounts.
• Develop tailored business cases demonstrating ROI and value.
• Lead executive conversations and build consensus across stakeholders.
• Collaborate with Marketing, Product, and Sales leadership to refine materials.

Skills

Enterprise sales

C-Suite engagement

Strategic selling

Healthcare IT

CRM (Salesforce)

Tools

Salesforce

Job description

Regard is seeking an Executive Director to lead strategic sales to large US health systems. You will own the full sales cycle, develop tailored business cases, and engage C-suite leaders to drive ROI-driven deployments.

This role requires travel around 30% and targets enterprise-scale deployments with measurable value. The ideal candidate brings 5+ years selling software to health systems, a consultative selling approach, and a proven ability to manage multi-threaded deals across clinical and