Senior Director, Enterprise Accounts & Growth

Inspira Financial; Oak Brook (IL); Hybrid; USD 160,000 - 195,000; Full time

Benefits offered by this job

Healthcare

401K savings plan

Paid time off

Parental leave

Employee assistance program

Job summary

Inspira Financial in Oak Brook, IL, seeks a Senior Director, Account Executive to lead a regional team of Account Executives and Team Leads, managing enterprise national accounts and serving as executive sponsor to key clients.

You will drive client retention, revenue growth, and strategic consulting while collaborating with cross-functional teams and traveling 25–50% as needed to meet clients and conduct QBRs.

Qualifications

• 15+ years of experience in consumer-directed benefits, account management, or strategic enterprise sales within the insurance, financial services, or employee benefits industry.
• 10+ years of experience leading account management or enterprise sales teams, with demonstrated success building and scaling high-performing organizations.
• 3+ years of consultative and strategic selling experience with a proven track record of retaining and growing complex, multi-stakeholder enterprise accounts.
• Deep familiarity with health insurance, consumer-directed healthcare (CDH), and benefit account types including HSA, FSA, HRA, COBRA, and commuter programs.

Responsibilities

• Act as executive sponsor for enterprise accounts, engaging senior stakeholders including C-suite, HR, Finance, and Benefits leaders.
• Build trusted advisor relationships with client contacts, brokers, and vendors to strengthen the client ecosystem.
• Lead quarterly business reviews and annual strategy sessions with data, insights and roadmaps.
• Identify client concerns and advocate for best-in-class service within Inspira Financial.
• Develop deep knowledge of client industries and objectives to deliver tailored solutions.
• Manage and develop a team of 5–8 direct reports across a defined region.
• Provide feedback, set goals, and drive professional growth within the team.
• Lead hiring, onboarding, and training to build a high-performing organization.
• Oversee daily workflow and resource allocation to meet regional goals.
• Coach team members to achieve top-tier client outcomes and revenue growth.

Skills

Client relationship management

Executive sponsorship

Team leadership

Strategic consulting

Enterprise sales

Negotiation

Communication

Presentation

Sales analytics

Travel 25-50%

Education

Bachelor's degree in Business, Healthcare Administration, Finance, Marketing

Tools

Salesforce

Excel

PowerPoint

Word

Job description

Inspira Financial in Oak Brook, IL, seeks a Senior Director, Account Executive to lead a regional team of Account Executives and Team Leads, managing enterprise national accounts and serving as executive sponsor to key clients.

You will drive client retention, revenue growth, and strategic consulting while collaborating with cross-functional teams and traveling 25–50% as needed to meet clients and conduct QBRs.