Client Summary:

• Provides technology solutions that simplify administrative work for healthcare organizations.
• Evolved from a claims-processing focus into a broader suite offering practice management, documentation, engagement, and revenue tools.
• Aims to reduce operational burden so providers can concentrate on patient care.
• Operates with values centered on accountability, empowerment, innovation, and clear communication.
• Supported by a sizable customer base and entering a period of renewed commercial growth.

Position Responsibilities:

Sales Leadership and Team Management

• Lead, develop, and mentor a team of sales directors and inside sellers.
• Build a scalable outbound sales organization focused on converting freemium users to premium solutions.
• Drive consistent process adherence around qualification, outreach, call activity, opportunity management, and forecasting.
• Establish and reinforce a culture of accountability, performance, and continuous improvement.

Outbound Sales Engine and Revenue Growth

• Design and implement an outbound strategy targeted at large base of existing users.
• Create repeatable sales motions for upselling small, fast-moving deals.
• Partner with Revenue Operations to implement dashboards, tooling, KPIs, and reporting for pipeline visibility.
• Align closely with Marketing and Product to support coordinated campaigns, messaging, and enablement materials.

Strategy, Planning, and Cross-Functional Alignment

• Collaborate with executive leadership to set sales targets, go-to-market priorities, hiring plans, and operating structures.
• Drive deeper account planning and prioritization across key user segments.
• Ensure Sales has the training, content, and technology needed to execute effectively.
• Represent Sales in cross-functional meetings and support company-wide strategic initiatives.

People Development and Culture

• Coach early-career sellers and help them master outbound prospecting, pitch delivery, and objection handling.
• Lead hiring, onboarding, and development for a rapidly scaling sales organization.
• Foster a culture of ownership, empowerment, and transparent communication aligned to values.

Experience & Skills:
Required Experience and Qualifications:

• 10 or more years of experience in SaaS sales, with at least 5 years leading inside sales or SMB sales teams in high-volume environments.
• Proven ability to scale a sales organization significantly, including managing directors and building teams that grow rapidly in headcount and productivity.
• Demonstrated success coaching early-career sellers and improving measurable KPIs such as ramp time, activity levels, conversion rates, and quota attainment.
• Strong background in outbound sales motions, with experience creating playbooks that drive predictable pipeline generation and shorten sales cycles.
• Deep understanding of sales metrics and the ability to manage data-driven operations, including forecast accuracy, funnel conversion ratios, and pipeline coverage.
• Hands-on experience implementing and optimizing CRM workflows and reporting (Salesforce or similar), with a track record of building dashboards, scorecards, and KPI frameworks.
• Prior success in healthcare SaaS or SMB software environments, especially roles involving upselling, cross-selling, or converting freemium users into paying customers.

Compensation $200k-$225k, Health Insurance, 401k, Paid Vacation