Enterprise Sales Executive

Jobgether

14d • $127,500 - $149,500 • Remote

About The Position

This position is posted by Jobgether on behalf of a partner company. We are currently looking for an Enterprise Sales Executive in the United States. This role offers the opportunity to drive significant growth by expanding market share with large enterprise clients in a defined geographic territory. You will focus on developing and executing enterprise sales strategies, managing complex sales cycles, and building strong relationships with decision-makers. The position emphasizes cross-selling, leveraging strategic partnerships, and presenting compelling solutions that meet client needs. You will collaborate with internal teams across proposal, implementation, and service delivery to ensure a seamless client experience. This is a remote position with occasional travel, offering the chance to make a measurable impact on the business while working in a high-performance, team-oriented environment.

Requirements

• Bachelor’s degree or equivalent professional experience.
• 7+ years of strategic selling experience to F2000 companies, consistently achieving or exceeding sales goals.
• Proven experience managing complex enterprise sales cycles ($500K+ ARR) and working with HR leaders or equivalent decision-makers.
• Strong understanding of employee benefits, consumer-directed solutions, and broker/consultant ecosystems.
• Exceptional executive communication, negotiation, and presentation skills.
• Experience selling through channels and collaborating in team-based sales environments.
• Ability to develop strategic solutions, respond to RFPs, and present compelling value propositions.
• Comfortable with travel up to 30% or more as needed.

Responsibilities

• Define and execute enterprise sales strategies to position solutions as leading offerings for large enterprise clients.
• Manage complex, multi-stakeholder sales cycles, targeting executives and HR leadership to secure new business.
• Build and maintain a robust sales pipeline, meeting or exceeding quarterly and annual revenue targets.
• Cross-sell additional products and services to existing clients while identifying opportunities for upselling.
• Collaborate with internal teams, including proposal, service delivery, relationship management, legal, and sales operations.
• Partner with brokers, health plans, and third-party stakeholders to expand market reach and secure new opportunities.
• Stay informed on industry trends, healthcare benefits, and regulatory requirements to advise clients effectively.

Benefits

• Competitive base salary: $127,500–$149,500 per year.
• Additional annual sales incentive commissions.
• Restricted stock units as part of total compensation.
• Medical, dental, and vision coverage.
• HSA contribution and match, dependent care FSA match.
• Uncapped paid time off and paid parental leave.
• 401(k) match.
• Financial literacy programs and ongoing education/tuition assistance.
• Gym and wellness reimbursement programs.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Number of Employees: 11-50 employees