Executive Director of Sales (Healthcare Technology) at Regard

As an Executive Director at Regard, you will lead the strategy and execution of sales into large health systems across the US. This role requires a consultative mindset, a tactical sales approach, and a passion for workflow efficiency and ROI.

You will analyze your prospects' challenges, goals, and competitive landscape, developing tailored business cases that demonstrate how Regard's technology can address their most pressing needs.

Each sale is treated as a unique project, where you conduct deep discovery, multithread, and build consensus across clinical and financial buying groups, ultimately crafting a personalized story that shows how Regard’s technology will deliver measurable value and drive impactful results. This role requires travel 30% of the time.

About Regard

Regard's mission is to bring world-class healthcare to everyone. Our technology reasons through a patient's entire medical record to recommend diagnoses that would otherwise be missed, in real time at the point of care, during chart review, and in population-wide screening to identify patients who qualify for lifesaving treatment.

We work alongside some of the top health systems in the country to lead the change this industry needs. We're excited by challenges, mission-oriented work, and meaningful relationships. We want you to join us.

Responsibilities:

• Full Sales Cycle Ownership: Own the entire sales cycle from prospecting, introductions, product demos, business case development, proposals, to contracting (with legal support)

• Target Account Management: Oversee and manage a strategic portfolio of prospective enterprise accounts, driving sales activities to consistently achieve sales targets and cultivate long-term provider relationships

• Revenue Generation: Acquire, develop, and grow a base of opportunities/accounts independently

• Consultative Selling: Gain a deep understanding of prospect challenges, organizational structure, and long-term vision, positioning Regard as a trusted strategic partner for addressing their key issues

• Buyer Journey Advancement: Advancing deals by preparing for meetings with intention, engaging purposefully at every stage, and project managing the entire buyer journey

• Business Case Mastery: Conducts deep discovery and creates compelling business cases

• Consensus Building: Builds consensus across multiple stakeholders, including financial and clinical leadership, to align on solutions and drive deal progression

• Sales Enablement: Collaborates with Marketing, Product, and Sales leadership to refine sales processes and collateral as the product evolves and the company scales

• Executive Selling: Confidently leads strategic and critical conversations with decision-makers who will carefully examine the investment, knowing how to navigate these discussions effectively

Qualifications:

• 5+ years of experience selling software to major health systems ($800M+ in net patient revenue) with a demonstrated ability to manage the full sales cycle and engage C-suite executives (CFO, CMIO, COO, CIO), as well as VP of Revenue Cycle and Director-level decision-makers

• Experience selling novel healthcare technology and products that improve clinical efficiency and patient safety

• Ability to build tailored business cases and multithread, building consensus across multiple executive stakeholders (including financial and clinical leadership)

• Located within 50 miles of a major airport and willing to travel, as needed (30% of time)

Preferred Qualifications:

• Robust knowledge and background in revenue cycle and/or with AI-driven clinical co-pilot technologies in healthcare

• Strong background in selling software solutions in areas such as documentation, patient safety, CDI, revenue cycle, and/or clinical workflows

• Proven success in a high-growth startup environment (early-stage strongly preferred)

• Existing relationships with C-suite executives within health systems