Regional Director

About This Position

A Waystar Regional Director must effectively communicate with target account senior leaders and executives, and coordinate strategy with managers, end users, and partners to ensure our company’s end-to-end healthcare payments technology advantages are clearly understood.

• Prospects, closes, and manages a targeted list of new and/or existing relationships in the large independent physician or provider, business service, and specialty markets
• Serves as the primary point of contact for a defined group of existing client accounts and/or prospects
• Effectively demonstrates, in a detailed and technical manner, Waystar’s end-to-end healthcare payments technology through formal certification protocols
• Achieves annual sales targets and tracks opportunities from discovery to close; ensures solutions are adopted broadly and the intended ROI is achieved
• Works cross-functionally with Client Success, Client Management, and Solution Adoption teams to achieve annual booking plans, ensure renewals are part of the strategic planning process where applicable
• Effectively communicates Waystar’s value proposition with key executive decision makers including but not limited to CEOs, CFOs, CIOs, purchasing departments, and other key and influential personnel
• Develops strategy and tactics necessary to conduct complex sales cycles with prospects that will become long-term customers
• Drives executive-level conversations and has strong negotiation skills
• Develops and executes territory business plans which employ strategic account segmentation and prioritization
• Manages sales pipeline and forecasting; clearly documents sales activities through Salesforce CRM
• Manages a strategic sales process and drives key performance metrics which contribute to individual and team success

• Bachelor’s Degree or equivalent (advanced degree is beneficial)
• 7+ years of Regional (middle-market) to Enterprise (top-of-market) sales experience
• Excellent communication and soft skills
• Able to travel up to 70% to customer sites, trade shows, corporate meetings, etc.
• Proven ability to demonstrate and navigate within technical sales cycles and experience earning business from larger than average healthcare organizations
• Track record of high performance in an industry that requires a complex sales approach
• Has strong working knowledge of Microsoft Office applications (Excel, PowerPoint, and Word)
• Self-starter with a strong work ethic and willing to go the extra mile; resourceful and adaptable

• Healthcare payments/revenue cycle/IT experience strongly desired
• Completion of professional sales training courses strongly desired (e.g., Miller‑Heiman, SPI Solution Selling, Spin Selling)
• Documented track record of achieving and/or exceeding multi‑million dollar sales quotas

Through a smart platform and better experience, Waystar helps providers simplify healthcare payments and yield powerful results throughout the complete revenue cycle. Waystar’s healthcare payments platform combines innovative, cloud‑based technology, robust data, and unparalleled client support to streamline workflows and improve financials so providers can focus on what matters most: their patients and communities. Waystar is trusted by 1M+ providers, 1K+ hospitals and health systems, and is connected to over 5K commercial and Medicaid/Medicare payers.

We are deeply committed to living out our organizational values: honesty; kindness; passion; curiosity; fanatical focus; best work, always; making it happen; and joyful, optimistic & fun. Waystar products have won multiple Best in KLAS® or Category Leader awards since 2010 and earned multiple #1 rankings from Black Book™ surveys since 2012. The Waystar platform supports more than 500,000 providers, 1,000 health systems and hospitals, and 5,000 payers and health plans.

For more information, visit  or follow @Waystar on Twitter.

• Competitive total rewards (base salary + bonus, if applicable)
• Customizable benefits package (3 medical plans with Health Savings Account company match)
• We offer generous paid time off for our non‑exempt team members, starting with 3 weeks + 13 paid holidays,…