Senior Director, Enterprise Sales & Growth

Inspira Financial; Oak Brook (IL); Remote; USD 180,000 - 240,000; Full time

Job summary

Inspira Financial is seeking a Senior Director, Head of Enterprise Sales to lead the enterprise segment for Health & Benefits. You will own new-business growth, establish strategy, and lead a four-person enterprise sales team through complex, consultant-led RFP processes.

The role requires executive sponsorship, cross-functional collaboration, and disciplined pipeline management. You will cultivate executive relationships with prospective large employers, position Inspira as a strategic partner,

Responsibilities

• Own enterprise new-business growth and annual targets.
• Develop and execute the enterprise sales strategy for large employers.
• Lead and develop the enterprise sales team with defined territories and performance goals.
• Drive pipeline development with qualification, progression, and conversion focus.
• Strengthen relationships with consultant, broker, and distribution partners.
• Build executive-level relationships with prospective large employers.
• Establish a consistent enterprise sales cadence, CRM discipline, and forecasting accuracy.
• Collaborate with Marketing, Product, Solutions, Operations, Finance, and Legal to enable growth.
• Maintain market intelligence on benefits solutions and competitive dynamics.
• Deliver measurable, predictable growth with clear KPIs and vendor collaboration.

Skills

Enterprise sales

Sales leadership

Go-to-market strategy

CRM & forecasting

Tools

CRM (Salesforce)

Job description

Inspira Financial is seeking a Senior Director, Head of Enterprise Sales to lead the enterprise segment for Health & Benefits. You will own new-business growth, establish strategy, and lead a four-person enterprise sales team through complex, consultant-led RFP processes.

The role requires executive sponsorship, cross-functional collaboration, and disciplined pipeline management. You will cultivate executive relationships with prospective large employers, position Inspira as a strategic partner,