Regional Vice President, Sales

Webster BankMilwaukee, WI
5d$135,000 - $145,000Remote

About The Position

If you’re looking for a meaningful career, you’ll find it here at Webster. Founded in 1935, our focus has always been to put people first--doing whatever we can to help individuals, families, businesses and our colleagues achieve their financial goals. As a leading commercial bank, we remain passionate about serving our clients and supporting our communities. Integrity, Collaboration, Accountability, Agility, Respect, Excellence are Webster’s values, these set us apart as a bank and as an employer. Come join our team where you can expand your career potential, benefit from our robust development opportunities, and enjoy meaningful work! Job Summary: We are seeking a proven sales leader with deep experience in employee benefits solutions to join our team as a Regional Vice President (RVP), Sales. This role focuses on driving growth through a consultative sales approach, targeting new employer accounts within the assigned territory. The RVP will manage the sales process while selling to Employers directly, Health & Welfare Consultants, Brokers, Third-Party Partnerships, as well as key influencers within each account. The ideal candidate will have a strong track record of selling employee benefits programs and working closely with consultants to deliver strategic solutions to mid-market employers (1,500–10,000 employees). Experience with products such as Health Savings Accounts (HSAs), Flexible Spending Accounts (FSAs), Health Reimbursement Arrangements (HRAs), Commuter Benefits, and COBRA is highly preferred, but not required. This is a fully remote position, but candidates ideally reside in Ohio, Michigan, or Tennessee to best serve the region. Key qualifications and responsibilities include: Proven history of consistently meeting and surpassing sales targets. Strong ability to work independently, proactively identify opportunities, and close new accounts within assigned territories. Skilled in managing sales through accurate forecasting, strategic account planning, resource allocation, and leveraging ecosystem partnerships. Experienced in collaborating with Employee Benefit brokers and consultants. In-depth knowledge of Health Savings Accounts (HSAs), Consumer-Driven Health Care, Group and Individual Health Insurance sales, Managed Healthcare, and the Agent/Broker distribution system. Excellent verbal and written communication skills. Willingness to travel up to 30% across multiple states.

Requirements

  • Bachelor's Degree required
  • 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
  • In-depth knowledge of Health Savings Accounts (HSAs), Consumer-Driven Health Care, Group and Individual Health Insurance sales, Managed Healthcare, and the Agent/Broker distribution system.
  • Excellent verbal and written communication skills.
  • Willingness to travel up to 30% across multiple states.

Nice To Haves

  • Previous experience working in a high growth healthcare/financial industry is preferred
  • Experience with products such as Health Savings Accounts (HSAs), Flexible Spending Accounts (FSAs), Health Reimbursement Arrangements (HRAs), Commuter Benefits, and COBRA is highly preferred, but not required.

Responsibilities

  • Consistently meeting and surpassing sales targets.
  • Working independently, proactively identify opportunities, and close new accounts within assigned territories.
  • Managing sales through accurate forecasting, strategic account planning, resource allocation, and leveraging ecosystem partnerships.
  • Collaborating with Employee Benefit brokers and consultants.

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What This Job Offers

Job Type

Full-time

Career Level

Mid Level

Number of Employees

1,001-5,000 employees

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