Mid-Market Account Executive

This is a fully remote position, open to applicants in United States.

📋 Description

• Acquire a comprehensive understanding of operational, revenue cycle, and patient payment challenges encountered by large healthcare organizations.

• Identify new business prospects within enterprise healthcare groups and organizations through strategic prospecting, cold outreach, networking, referrals, and industry engagement.

• Create a qualified pipeline of new opportunities.

• Manage intricate sales cycles from initial discovery and solution alignment to demonstrations, executive presentations, negotiation, and contract execution.

• Establish executive relationships with key decision-makers and sponsors.

• Direct cross-functional deal strategy by coordinating pre-sales, value management, bid management, marketing, product, implementation, and sales support resources.

• Provide consultative product presentations that articulate the value of Rectangle Health’s payment technology and distinguish it from traditional payment processing solutions.

• Oversee territory and business portfolio utilizing data, CRM tools, and disciplined time management.

• Ensure accurate pipeline and forecast data maintenance, including customer records, opportunity stages, next steps, and projected close dates.

• Meet assigned sales targets by building pipeline, advancing qualified opportunities, addressing objections, and closing new enterprise business.

⛳️ Requirements

• Over 5 years of quota-carrying sales experience in selling SaaS, fintech, healthcare technology, revenue cycle, payment, or financial solutions to enterprise or mid-market organizations.

• Proven track record managing complex sales cycles involving multiple stakeholders, executive decision-makers, procurement processes, and cross-functional internal teams.

• Demonstrated success in acquiring new-logo business and generating pipeline through cold outreach, strategic prospecting, networking, referrals, and relationship building.

• Strong consultative and value-based selling abilities, capable of linking business challenges to quantifiable solution outcomes.

• Knowledge of the healthcare market, including familiarity with revenue cycle, patient payments, and the requirements of dental, orthopedic, fertility, ophthalmology, or other high out-of-pocket patient specialties.

• Excellent presentation and communication skills, able to simplify complex technology and financial concepts for executive audiences.

• Proficiency in CRM with a consistent history of maintaining accurate pipeline, activity, and forecast data.

• Proven ability to work autonomously while effectively collaborating across sales, marketing, product, operations, and implementation teams.

• Bachelor’s degree or an equivalent combination of education and relevant experience. (Preferred)

• Experience with Salesforce or proficiency in a comparable CRM platform. (Preferred)

• Familiarity with enterprise healthcare organizations such as DSOs, multi-site physician groups, management service organizations, or specialty healthcare networks. (Preferred)

• Experience selling cloud-based or SaaS solutions and articulating the business value of modern technology architecture. (Preferred)

• Background in payments, fintech, healthcare technology, or revenue cycle management within a regulated or consultative sales setting. (Preferred)

🏝️ Benefits

• Competitive Medical Health Plans, Low, Mid, High

• Employer Paid Low Medical Plan for Employee & Dependents (HSA Eligible)

• Employer Paid Dental & Vision for Employee

• Employer Paid Life Insurance for Employee

• Employer Paid Long-term Disability for Employee

• Employer Paid Hospital Confinement for Employee (If enrolled in Medical)

• Voluntary Supplemental Insurance Coverage Options

• 15 days PTO & 7 Sick Days Annually

• 10 Fixed Paid Holidays Off Annually

• 401(k) Matching up to 3%