[Remote] Sales VP- Enterprise

Note: The job is a remote job and is open to candidates in USA. bswift is a benefits administration company providing technology and services to employers. The Sales VP, Enterprise drives growth by selling benefits administration solutions to large employers and owning the full sales cycle, from prospecting and solution design through negotiation and close.

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
• Manage complex negotiations involving pricing, service models, implementation requirements, performance commitments, and contractual terms
• Identify opportunities to position bswift’s full portfolio of technology, benefits administration, communication, and related services
• Develop relationships with key market influencers and maintain a strong presence at industry events and forums
• Maintain an accurate enterprise pipeline and provide clear visibility into opportunity status, risks, next steps, and projected close timing
• Partner with internal implementation and client teams to support a smooth transition from sales through contracting and implementation

Skills

• 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 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
• Bachelor's degree or equivalent professional experience
• 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

• Access to health, dental, and vision plans to support your wellness and that of your family.
• Performance-based incentives for most roles.
• Remote first, Office friendly environment!
• Employer-sponsored retirement savings programs.
• Opportunities for career growth, including training and access to resources to support your career progression.
• A work environment that encourages collaboration, open communication, and creative problem-solving, where your voice and ideas are valued.
• Programs focused on mental health, financial planning, and wellness resources to help you thrive inside and outside of work.

Company Overview