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Director, Enterprise Sales

Job in Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listing for: HSA Bank
Full Time position
Listed on 2025-12-24
Job specializations:
  • Sales
    Business Development, Healthcare / Medical Sales, Sales Manager
Salary/Wage Range or Industry Benchmark: 150000 USD Yearly USD 150000.00 YEAR
Job Description & How to Apply Below

At HSA Bank, we’re working toward a world where everyone is empowered to save for a healthy future. Our offerings in the healthcare savings space drive down healthcare costs, increase access, and assist with decision‑making for consumers, health plans, partners, and advisors.

Are you ready to join us?

The Enterprise Sales Executive (ESE) uses a consultative sales approach to identify, pursue, and achieve sales goals targeting employers with more than 10,000 U.S. based employees located within a defined territory that includes the key states of CA, WA, CO, UT, OR, TX.

This is a home‑based position located in the Western U.S. The ESE will leverage HSA Bank’s resources to sell health‑related benefit solutions, including:

  • Health Savings Accounts (HSAs)
  • Flexible Spending Accounts (FSAs)
  • Health Reimbursement Arrangements (HRAs)
  • Commuter Benefits (Mass Transit & Parking)
  • Lifestyle Spending and Emergency Savings Accounts

Responsibilities include managing the full sales cycle—from prospecting to closing—with employers, national consultant firms, medical carriers, third‑party administrators, and other key influencers within each account.

Ideally looking for candidates to reside in the state of California, Washington, Arizona, or Texas

Key qualifications and responsibilities include
  • Consistent track record in meeting and exceeding sales quotas of $1,000,000 in new sales revenue.
  • Proven experience in proactively identifying and closing new account opportunities in an assigned territory.
  • Ability to manage sales through forecasting, account resource allocation, account strategy and ecosystem partnerships.
  • Experience in cultivating relationships with existing accounts at the highest strategic level for additional sales.
  • Knowledge of Health Savings Accounts, Consumer Driven Health Care, Group/Individual Health Insurance sales.
  • Exceptional verbal and written skills.
  • Up to 50% travel across multiple states.
Qualifications
  • Bachelor's Degree required;
    Advanced degrees preferred.
  • Minimum of five (5) years of sales experience in Employee Benefits, Asset Management or Benefits Consulting.
  • Salesforce or other CRM tool skills.
  • Excellent presentation and communication skills.
  • Previous experience working in a high growth financial industry is preferred.

The estimated salary range for this position is $150,000

USD to $170,000

USD. Actual salary may vary up or down depending on job‑related factors which may include knowledge, skills, experience, and location. In addition, this position is eligible for incentive compensation.

Webster Financial Corporation and its subsidiaries (“Webster”) are equal opportunity employers that are committed to sustaining an inclusive environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, marital status, national origin, ancestry, citizenship, sex, sexual orientation, gender identity and/or expression, physical or mental disability, protected veteran status, or any other characteristic protected by law.

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