Remote opportunity at
bswiftSales VP- Enterprise
bswift is seeking a Sales VP for the enterprise market to sell cloud-based technology and benefits administration services to large employers with 35,000 or more eligible…
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About This Role
bswift is seeking a Sales VP for the enterprise market to sell cloud-based technology and benefits administration services to large employers with 35,000 or more eligible lives. Operating in the benefits administration sector since 1996, the company focuses on delivering solutions that simplify benefits management for large organizations. This role suits goal-driven sales professionals experienced in managing long, multi-stakeholder sales cycles. The position encompasses managing the entire sales process from…
Job Description
bswift is seeking a Sales VP for the enterprise market to sell cloud-based technology and benefits administration services to large employers with 35,000 or more eligible lives. Operating in the benefits administration sector since 1996, the company focuses on delivering solutions that simplify benefits management for large organizations. This role suits goal-driven sales professionals experienced in managing long, multi-stakeholder sales cycles.
The position encompasses managing the entire sales process from initial prospecting and opportunity development through RFP responses, solution design, pricing, and final contract execution. The professional in this role will engage with high-level decision makers such as CHROs, CFOs, benefits directors, procurement executives, and brokers. Internal collaboration across product, technology, finance, legal, and implementation teams is required to build tailored packages that address the specific integration, communication, and operational needs of jumbo-market employers.
bswift provides a remote-first, office-friendly environment with standard working hours from 8:00 AM to 5:00 Central Time. The organization values collaboration, inclusivity, and ongoing professional development, offering a compensation structure that includes a base salary paired with competitive benefits and performance incentives.
Responsibilities
- Represent bswift technology and service offerings to enterprise clients with at least 35,000 eligible lives
- Formulate and execute targeted sales strategies addressing complex enterprise prospects
- Establish and nurture connections with senior executives, brokers, consultants, and strategic influencers
- Manage the complete sales lifecycle spanning discovery, solution creation, RFPs, pricing, and contract closing
- Evaluate prospect operational requirements across technology, data integration, and employee experience
- Facilitate internal strategy discussions and coordinate teams across product, technology, legal, and finance
- Lead negotiations addressing pricing structures, service frameworks, implementation terms, and contract agreements
- Maintain tracking of the enterprise pipeline and coordinate with implementation teams during client transitions
Requirements
- Minimum of 10 years of professional background in strategic, enterprise, or client-facing growth sales
- Track record of selling SaaS, HR technology, insurance, or benefits administration products
- Experience executing sales cycles directed at organizations with 35,000 or more eligible lives
- Experience leading complex RFPs, pricing strategies, finalist presentations, and contract negotiations
- Familiarity navigating buying committees composed of finance, HR, IT, procurement, and executive leadership
Qualifications
- Bachelor degree or equivalent professional work history
- Existing network of connections with national brokers, consultants, or third-party administrators
- Experience selling software-as-a-service solutions within the human resources technology space
- Familiarity structuring jumbo-market solutions that combine multiple services, products, and integrations
Core Skills
Benefits
- Health, dental, and vision insurance coverage plans
- Employer-sponsored retirement savings program options
- Performance-based financial incentives
- Professional development training and career growth resources
- Employee wellbeing programs focused on wellness, mental health, and financial planning
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the location or remote policy for this role?
This position features a remote-first and office-friendly work environment.
What is the salary range for the Sales VP - Enterprise position?
The base salary range spans from $150,000 to $175,000 per year, excluding potential bonuses or fringe benefits.
What level of experience is required for applicants?
Candidates must have at least 10 years of experience in enterprise or strategic sales, specifically selling to employers with 35,000 or more eligible lives.
Sample Interview Questions
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