CareerPlan

Regional Sales Director (Chicago)

US - RemoteFull-time$113k–$143k2026-10-14 → 2026-11-12
Based in United States

Core

Drive new business growth and expand existing relationships across an assigned geographic territory for WEX Health & Benefits, managing broker, consultant, and employer channels to achieve revenue targets.

Role type

Regional Sales Director (Outside Sales)

Builds

New business opportunities, market share, and revenue for WEX Health & Benefits products

Domain

Health & Benefits / B2B Sales

Required skills

B2B sales experience, relationship management, strategic prospecting, consultative selling, negotiation, territory management, Salesforce proficiency

Preferred skills

Bachelor's degree, experience in broker/consultant ecosystems, Health & Benefits or SaaS market knowledge

Technologies

Salesforce

Responsibilities

Execute comprehensive sales strategy for assigned territory, develop and maintain pipeline of qualified opportunities, establish trusted-advisor relationships with brokers and consultants, conduct in-person presentations and product demonstrations, manage independent territory travel schedule, maintain accurate Salesforce pipeline and forecasting data

Seniority

Senior, hands-on IC