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Inside Sales- Business Development Representative

HSA Bank, a division of Webster Bank, N.A.
Milwaukee, WI Remote Full Time
POSTED ON 11/29/2025 CLOSED ON 12/17/2025

What are the responsibilities and job description for the Inside Sales- Business Development Representative position at HSA Bank, a division of Webster Bank, N.A.?

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 Business Development Representative employs a consultative based sales approach to identify and pursue direct to employer sales opportunities throughout the United States in our large group space. The Sales Development Representative will leverage the internal assets of HSA Bank to sell health-based accounts including Health Savings Accounts (HSAs), Flexible Spending Accounts (FSAs), Health Reimbursement Arrangements (HRAs) and Commuter Benefits (Mass Transit & Parking), Tuition Reimbursment, and Lifestyle Spendign Accounts directly to employers. The Sales Development Representative will manage the beginning sales process while selling to HR/Benefit Directors, VP and C-level Executives as well as key influencers within each account. Sales Development Representative is a position supported by an HSA Bank team that includes, Marketing, Account/Relationship Management along with Regional Vice Presidents and Vice Presidents of National Accounts.

Job Summary

The Business Development Representative employs a consultative based sales approach to identify and pursue direct to employer sales opportunities throughout the United States in our large group space. The Sales Development Representative will leverage the internal assets of HSA Bank to sell health-based accounts including Health Savings Accounts (HSAs), Flexible Spending Accounts (FSAs), Health Reimbursement Arrangements (HRAs) and Commuter Benefits (Mass Transit & Parking), Tuition Reimbursement, and Lifestyle Spending Accounts directly to employers. The Sales Development Representative will manage the beginning sales process while selling to HR/Benefit Directors, VP and C-level Executives as well as key influencers within each account. Sales Development Representative is a position supported by an HSA Bank team that includes, Marketing, Account/Relationship Management along with Regional Vice Presidents and Vice Presidents of National Accounts.

Job Responsibilities

  • Consistent track record in meeting and exceeding sales quotas.
  • Proven experience in proactively identifying new account opportunities in an assigned territory via prospecting.
  • Ability to collaborate with multiple internal partners such as marketing and outside sales representatives
  • Ability to prospect through email, LinkedIn, cold calling, ZoomInfo and direct campaigns through sales tools to drive a robust sales pipeline
  • Knowledge of Health Savings Accounts, Consumer Driven Health Care, Group/Individual Health Insurance sales, Managed Healthcare and the Agent/Broker distribution system.
  • Exceptional verbal and written skills.
  • Ability to identify and engage key decision makers in organizations
  • Ability to assist with implementation team during busy times.

Requirements

  • Bachelor's Degree preferred.
  • Desired two (2) years of sales experience. Ideally in Employee Benefits, Asset Management or Benefits Consulting
  • Excellent presentation and communication skills
  • Experience with Salesforce CRM and Microsoft software a plus

The estimated salary range for this position is $60,000USD to $70,000USD. 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.

Salary : $60,000 - $70,000

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