Sales VP- Enterprise

The role

The Sales VP, Enterprise drives growth by selling technology and services to large employers with 35,000 or more eligible lives. This role manages the full sales cycle from prospecting to contract negotiation.

What you will do

• Represent technology and benefits administration services to enterprise employers with 35,000 or more eligible lives.
• Develop and execute targeted sales strategies for complex enterprise prospects.
• Build and maintain relationships with senior client executives, consultants, and brokers.
• Proactively prospect within assigned enterprise markets to develop a qualified pipeline.
• Lead the full enterprise sales cycle including discovery, RFP responses, and contract execution.
• Assess prospect needs to develop tailored solutions.
• Coordinate internal teams including Solution Architecture, Product, Technology, Legal, Finance, Implementation, and Client Services.
• Lead internal strategy and preparation sessions for sales meetings and presentations.
• Create and deliver presentations communicating business value.
• Manage complex negotiations involving pricing, service models, and contractual terms.

Required qualifications

• 10+ years of experience in enterprise sales, strategic sales, or a comparable client-facing growth role.
• Proven success selling benefits administration, HR technology, insurance, or SaaS solutions to large enterprise employers.
• Experience selling to employers with 35,000 or more eligible lives.
• Demonstrated success managing long, complex sales cycles involving multiple business and technical stakeholders.
• Experience developing and presenting solutions to senior decision-makers.
• Strong understanding of benefits administration, enrollment technology, implementation requirements, data integrations, and enterprise service delivery.
• Experience leading complex RFP responses, finalist presentations, pricing discussions, and contract negotiations.
• Ability to translate complex client needs into clear, differentiated solutions and business value.
• Strong public speaking, executive presentation, negotiation, and relationship-management skills.
• Ability to collaborate effectively across internal departments.
• Bachelor’s degree or equivalent professional experience.

Nice to have

• Experience selling SaaS solutions in the People, HR technology, or employee benefits space.
• Established relationships with national benefits consultants, brokers, third-party administrators, or other enterprise-market influencers.
• Experience selling benefits administration solutions to Fortune 500 or similarly complex organizations.
• Experience structuring solutions that include multiple products, services, integrations, and implementation workstreams.
• Familiarity with the operational, compliance, security, procurement, and contracting requirements of jumbo-market employers.

Benefits

• Comprehensive Health Benefits including health, dental, and vision plans
• Competitive Compensation including performance-based incentives for most roles
• Remote first, Office friendly environment
• Retirement Savings Plans
• Professional Development
• Supportive Culture
• Employee Wellbeing Initiatives

About the company

bswift is a leading benefits administration company that specializes in providing tailored solutions for its clients. The company has been transforming benefits administration since 1996.