Executive Director - Ambulatory

We're seeking a strategic, driven, and innovative Executive Director of Ambulatory to lead the zero-to-one sales motion for Regard. Reporting directly to our VP of Sales and working in close partnership with our CEO and President, you will be the foundational sales hire for our outpatient division. As the first sales leader in this space, you will help develop, iterate, and execute on the first go-to-market strategy for a new vertical. You will leverage Regard's proven success and clinical case studies to bridge the gap between our health system presence and the untapped outpatient domain. In this role, you will be the primary revenue driver responsible for securing the partnerships and new logos that will define Regard's footprint across large institutions, MSOs, and clinics. By establishing this new vertical, you will directly advance our mission to ensure every patient receives world-class healthcare in the outpatient setting. About Regard Our mission is to bring world-class healthcare to everyone. Regard is an AI-powered Proactive Documentation platform that advances how care is delivered by reviewing all patient data in the EHR to recommend diagnoses and surface clinical evidence. Regard drafts a note even before the physician sees the patient, enabling an approach that gets documentation right at the point of care - we call it Proactive Documentation. This improves quality of care, reduces physician burden, and improves hospital finances. We are excited by challenges, mission-oriented work, and meaningful relationships. We work closely with some of the top health systems in the country and are leading the change that healthcare - one of the largest and most inefficient industries in the world - needs. We want you to join us. Responsibilities: Own the full sales cycle from lead generation to close Identify client challenges and demonstrate Regard’s value proposition Develop expertise in new product features and service benefits Cultivate and strengthen long-term client relationships Collaborate with Customer Success to ensure seamless client launches Report on sales KPIs and pipeline health Develop pitch decks, sales assets, and Go-To-Market motions Minimum Qualifications: 5+ years in a closing Account Executive role within healthcare AI and SaaS, specifically selling into the ambulatory and outpatient market (Large Medical Groups, MSOs, and/or clinics) Proven experience navigating complex sales cycles, including building champions and influencing executive-level stakeholders Proficient in leveraging AI tools to enhance sales productivity, automate workflows, and optimize outreach Located within 50 miles of a major airport and willing to travel, as needed (25-60% of time) Location | Work Authorization We have a strong preference for candidates located in the New York City metro area If located in NYC, the expectation for this role is to be in the office 2 days per week. We also require more frequent in-office work during the onboarding period. We will provide relocation assistance to anyone who does not already reside in the NYC metro area For those who enjoy working from our Manhattan office on a more regular basis, we offer catered lunches and other fun perks Additionally, hybrid employees have the flexibility to work from locations outside of their home office from up to 6 weeks per year Perks & Benefits 99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription 18 PTO days/yr + 1 week holiday break Monthly health & wellness budget Company-sponsored team retreat + social events A sabbatical program Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace. All candidates must successfully complete a background check as part of the hiring process.