Enterprise Sales Executive - WA, WI, OR, MN

Why consider this job opportunity

• Salary up to $149,500 per year
• Additional annual sales incentive commissions and eligibility for restricted stock units
• Comprehensive benefits package including medical, dental, vision, and HSA contributions
• Uncapped paid time off and paid parental leave
• Opportunity for ongoing education and tuition assistance
• Flexible remote work environment

• Develop and implement enterprise sales strategies to position the employer as a leading provider of consumer‑directed benefits
• Meet or exceed annual sales quotas while managing a robust sales pipeline
• Collaborate with internal teams to pursue new business opportunities and ensure client satisfaction
• Target and partner with health plans, brokers, and third‑party partners to expand market reach
• Stay informed on healthcare benefits and regulatory trends affecting HSA adoption

• Bachelor's degree or equivalent professional experience
• 7+ years of strategic selling experience to F2000 companies with a proven track record of meeting/exceeding sales goals
• Experience managing complex sales cycles (500K+ ARR) to human resource leadership
• Excellent executive communication, negotiation, and presentation skills
• Strong understanding of employee benefits and the broker/consultant landscape

• Proven ability to work effectively with and through strategic partners in the Enterprise market
• Experience selling through channel partnerships and benefit brokers
• Ability to prospect new employers and generate pipeline through targeted sales activities
• Demonstrated experience in upselling new products to current clients

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