Territory Health & Benefits Sales Director

WEX; Illinois; On-site; USD 113,000 - 143,000; Full time

Job summary

WEX Health & Benefits is seeking a Regional Sales Director to drive new business growth and expand relationships across an assigned U.S. territory. The role emphasizes field-based activity, broker and consultant engagement, and strategic pipeline development.

You will present, negotiate, and close opportunities while maintaining a strong client experience. The successful candidate will spend significant time in the field, manage a multi-faceted territory, and collaborate with internal teams to

Qualifications

• 3+ years of sales experience in B2B or SaaS.
• Proven track record of meeting or exceeding sales goals.
• Experience managing broker, consultant, and partner relationships.
• Strong presentation, negotiation, and networking skills.
• Ability to independently manage a geographic territory and travel.
• Proficiency with Salesforce or another CRM.

Responsibilities

• Own and execute a comprehensive sales strategy for the territory.
• Develop and maintain a healthy pipeline of opportunities.
• Identify high-value growth opportunities within the territory.
• Lead meetings and deliver compelling product demonstrations.
• Maintain accurate Salesforce activity and forecasting.
• Travel to meet clients, consultants, and partners.

Skills

Sales experience

Relationship-building

Communication

Negotiation

Presentation

Territory management

CRM proficiency

Education

Bachelor’s degree preferred

Tools

Salesforce

Job description

WEX Health & Benefits is seeking a Regional Sales Director to drive new business growth and expand relationships across an assigned U.S. territory. The role emphasizes field-based activity, broker and consultant engagement, and strategic pipeline development.

You will present, negotiate, and close opportunities while maintaining a strong client experience. The successful candidate will spend significant time in the field, manage a multi-faceted territory, and collaborate with internal teams to