Remote-First Enterprise Sales VP

bswift LLC; United States; Remote; USD 150,000 - 175,000; Full time

Benefits offered by this job

Comprehensive Health Benefits

Remote first, Office friendly

Retirement Savings Plans

Professional Development

Supportive Culture

Employee Wellbeing Initiatives

Job summary

bswift is seeking a Sales VP, Enterprise to drive growth in the enterprise market by selling our technology and services to large employers with 35,000+ eligible lives. You will own the full sales cycle, from prospecting through contract close, while building long-term client relationships with CHROs, CFOs, and other senior leaders.

You will develop tailored solutions, coordinate cross-functional teams, and lead negotiations to deliver value and growth.

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+ eligible lives.
• Demonstrated success managing long, complex sales cycles involving multiple business and technical stakeholders.
• Experience developing and presenting solutions to CHROs, CFOs, benefits executives, IT leaders, procurement teams, and other 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 Product, Technology, Legal, Finance, Implementation, and Client Services.

Responsibilities

• Represent bswift’s 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, benefits consultants, brokers, enrollment firms, and other strategic partners.
• Proactively prospect within assigned enterprise markets and develop a qualified pipeline of jumbo-market opportunities.
• Lead the full enterprise sales cycle, including discovery, solution development, RFP responses, finalist presentations, pricing, negotiations, and contract execution.
• Assess each prospect’s business, technology, service, integration, communication, and employee experience needs to develop a tailored solution.
• Coordinate internal teams throughout the sales process, including Solution Architecture, Product, Technology, Legal, Finance, Implementation, and Client Services.
• Lead internal strategy and preparation sessions for external sales meetings, presentations, and finalist discussions.
• Create and deliver compelling presentations that clearly communicate bswift’s capabilities, differentiation, and business value.
• Navigate complex buying groups that include benefits, HR, finance, IT, procurement, legal, and executive leadership.

Skills

Enterprise sales

Benefits administration

HR technology

SaaS

Executive relationship management

Education

Bachelor's degree

Job description

bswift is seeking a Sales VP, Enterprise to drive growth in the enterprise market by selling our technology and services to large employers with 35,000+ eligible lives. You will own the full sales cycle, from prospecting through contract close, while building long-term client relationships with CHROs, CFOs, and other senior leaders.

You will develop tailored solutions, coordinate cross-functional teams, and lead negotiations to deliver value and growth.