SMB Account Executive

At Rectangle Health, we believe that our team members are our most important asset. We grow our team by hiring best-in-class talent. We encourage all employees to contribute their individual talents and ideas to strengthen our team, our brand, and our services. We promote a culture that serves to empower and motivate employees beyond the standard corporate rhetoric one might see on motivational posters. Employees understand their individual roles in serving our customers, and this clarity of purpose encourages high job performance. 

Position Overview: 

If you are looking to align yourself with what continue to be two of largest growth industries: healthcare and technology, while joining one of the fastest growing companies within those segments, Rectangle Health is the place for you! As a Practice Solutions Consultant / SMB Account Executive, you will be a vital resource for thousands of healthcare businesses across the U.S., assisting in their digital payments transformation, while helping them to secure financial stability for their practices by driving patient payments. As the face of Rectangle Health, you will act as a company ambassador and become a trusted advisor to healthcare practices. You will use relationship building and sales skills to gain rapport and provide solutions that will drive growth for practices. 

With Rectangle Health, you will receive best-in-class sales and marketing tools to develop your sales pipeline, including a robust CRM lead database, mobile tools, data analytics, marketing campaigns and significant sales support resources. In this “new normal” of selling, you will leverage remote selling strategies to expand your territory reach. 

Actively seeking sales professionals who thrive on closing deals 

Primary job duties: 

• Become a trusted expert in healthcare payments, deeply understanding the challenges medical and dental practices face when collecting patient payments.  
• Prospect confidently & virtually into practices and small partners, clearly connecting our solutions to their business needs and goals.  
• Generate 75%+ of pipeline through proactive self-sourcing, cold calling, networking, referrals, etc.  
• Manage and close fast-turn transactional sales from initial contact through contract execution. 
• Build strong relationships by partnering with dental associations, chambers of commerce, and community organizations to generate a steady pipeline of referrals. 
• Leverage CRM tools and data to identify, prioritize, and engage interested practices while managing your sales pipeline to consistently hit performance goals.  
• Own your book of business by using data, tools, and sales support to plan your daily and weekly strategy and maximize every selling opportunity. 
• This role is based in our St. Petersburg, FL office and requires a regular onsite presence (approximately 4–5 days per week).

Minimum qualifications: 

• 2+ years of quota-carrying sales experience in a role where you owned outcomes (pipeline creation, presentations/demos, and closing).  
• Demonstrated success in a fast-paced, high-velocity, short-cycle sales environment (you’re comfortable moving quickly from discovery to close).  
• Experienced with high activity / frequent rejection and staying consistent.  
• Strong virtual presentation skills (you can lead a structured video-based meeting, control the room, and communicate value clearly).  
• Excellent written and verbal communication: you can simplify complex topics, ask great questions, and build trust quickly. 
• Proven ability to work independently, and “own your day” in a performance-driven environment.  
• CRM proficiency required (Salesforce strongly preferred): you keep pipeline clean, current, and accurate.  
• Able to collaborate cross-functionally and apply coaching quickly.
• Ability to commute to and work onsite at our St. Petersburg, FL office 4–5 days per week.

Preferred Qualifications: 

• Associate’s/Bachelor’s degree. 
• Salesforce utilization as a CRM. 
• Conversation tracking software/AI software 
• Experience in payments, fintech, healthcare, dental/medical practice sales, or other regulated/consultative environments.  
• Background in high-velocity closing roles (insurance, merchant services, door-to-door, payroll-style environments). 

Benefit Profile: 

• Competitive Medical Health Plans, HSA & FSA 
  • Employer Paid Low Medical Plan for Employee & Dependents 
  • 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% 

About Us: 

Rectangle Health, a leading financial technology company, empowers medical, dental and specialty practices with seamless and secure technology to drive revenue by increasing patient payments and streamlining practice management and payment processing. Since 1992, the company’s innovative solutions have reduced administrative burden and rebalanced the ledger for its thousands of healthcare providers in the U.S., reliably processing billions of dollars in payments annually.