Sales Development Representative

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. 

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 Sales Development Representative, you will be a vital resource for our sales organization, helping to drive customer acquisition and assisting providers and staff with digital payment’s transformation, while helping them to secure financial stability for their practices by driving patient payments.  

With Rectangle Health, you will receive best-in-class sales and marketing tools to develop your pipeline, including a robust CRM lead database, mobile tools, data analytics, marketing campaigns and significant training and support. While not directly responsible for “closing the sale”, your efforts will be integral in achieving channel sales goals.

• High‑Volume Outreach: Execute 100+ outbound calls daily to a national database of 1M+ medical and dental practices, clearly articulating our value proposition and securing qualified meetings.  
• Lead Cultivation: Nurture prospective customers by strategically leveraging marketing collateral and digital content to build interest and momentum.  
• Sales Partnership: Collaborate closely with Account Executives / Practice Solution Consultants to align calling strategies and improve conversion rates.  
• Continuous Improvement: Partner with management to refine messaging and pitch approaches, while providing real‑time market and prospect feedback to help the team close more business.  
• Metric‑Driven Performance: Own your KPIs by managing call volumes, appointment goals, and quality metrics to maximize both performance and commission.  
• Advocacy & Referrals: Promote advocacy and generate high‑quality referrals for Account Executives / Practice Solution Consultants. 
• This role is based in our St. Petersburg, FL office and requires a regular onsite presence (approximately 4–5 days per week).
• Working hours expectation is from 8:30am - 5:00pm EST. 

• 1+ years of experience in a high‑activity sales, prospecting, or customer‑facing role, with comfort spending a significant portion of your day on the phone.  
• Experience working in a metrics‑driven environment.  
• Comfortable with high activity / frequent rejection and staying consistent.  
• Proven ability to work independently, and “own your day” in a performance-driven environment, particularly with Account Executives / Practice Solutions Consultants to support pipeline success. 
• Strong written and verbal communication skills, with the ability to engage prospects professionally, ask thoughtful questions, and handle objections. 
• Comfortable using a CRM and sales tools to log activity, manage leads, and stay organized (Salesforce strongly preferred).  
• Ability to thrive in a dynamic, collaborative, and fast-paced environment. 
• Proficient user ability with Microsoft Word, Excel, and PowerPoint 
• Ability to commute to and work onsite at our St. Petersburg, FL office 4–5 days per week

• 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 outbound BDR/SDR roles (insurance, merchant services, door-to-door) 
• Experience working in a metrics‑driven environment, including call volume, conversion goals, and activity‑based KPIs. 

• $75,000 OTE Uncapped Commissions
  • Target is based on minimum expectations. Top performers routinely exceed OTE, with high achievers earning $130,000+ annually
• 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% 

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.