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Posted: 10/20/2026Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates extensive experience in enterprise sales, particularly in benefits administration and HR technology, with a strong ability to manage complex sales cycles and develop tailored solutions for large employers. Proven skills in negotiation, relationship management, and collaboration across multiple teams to drive successful outcomes.
Highest-signal resume keywords
Enterprise Sales ExperienceBenefits Administration SolutionsComplex Sales Cycle ManagementRFP Response and NegotiationPublic Speaking and Executive Presentation
About the role
Key responsibilities & impact- Drive growth within bswift’s enterprise market by selling benefits administration technology and services to employers with 35,000 or more eligible lives
- Own the full sales cycle from prospecting and opportunity development through RFP response, solution design, pricing, contract negotiation, and close
- Represent bswift’s technology and benefits administration services to enterprise employers
- Develop and execute targeted sales strategies for complex enterprise prospects
- Build relationships with senior client executives, benefits consultants, brokers, enrollment firms, and strategic partners
- Prospect within assigned enterprise markets and develop a qualified jumbo-market opportunity pipeline
- Lead discovery, solution development, RFP responses, finalist presentations, pricing, negotiations, and contract execution
- Assess prospect business, technology, service, integration, communication, and employee-experience needs
- Coordinate Solution Architecture, Product, Technology, Legal, Finance, Implementation, and Client Services teams
- Lead internal preparation for external sales meetings, presentations, and finalist discussions
- Create and deliver presentations communicating bswift’s capabilities, differentiation, and business value
- Navigate complex buying groups across benefits, HR, finance, IT, procurement, legal, and executive leadership
- Manage negotiations involving pricing, service models, implementation requirements, performance commitments, and contractual terms
- Position bswift’s portfolio of technology, benefits administration, communication, and related services
- Develop relationships with market influencers and maintain a presence at industry events and forums
- Maintain accurate enterprise pipeline visibility, including status, risks, next steps, and projected close timing
- Partner with implementation and client teams to support transition from sales through contracting and implementation
Requirements
What you’ll need- 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
- Preferred: experience selling SaaS solutions in the People, HR technology, or employee benefits space
- Preferred: established relationships with national benefits consultants, brokers, third-party administrators, or other enterprise-market influencers
- Preferred: experience selling benefits administration solutions to Fortune 500 or similarly complex organizations
- Preferred: experience structuring solutions with multiple products, services, integrations, and implementation workstreams
- Preferred: familiarity with operational, compliance, security, procurement, and contracting requirements of jumbo-market employers
Benefits
Comp & perks- Health, dental, and vision plans
- Performance-based incentives for most roles
- Remote first, office friendly environment
- Employer-sponsored retirement savings programs
- Professional development opportunities, training, and career resources
- Supportive, collaborative culture
- Mental health, financial planning, and wellness resources
- Flexible and creative work environment
- Standard working hours of 8am-5pm Central Time
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Benefits AdministrationHR TechnologySaaS SolutionsData IntegrationSolution DesignContract NegotiationPricing StrategySales Strategy DevelopmentPipeline ManagementClient Needs Assessment
Soft Skills
Relationship ManagementCollaborationNegotiation SkillsPublic SpeakingExecutive Communication
Certifications & Qualifications
Bachelor's Degree
Industry Keywords
Enterprise MarketJumbo-Market EmployersBenefits ConsultantsEnrollment TechnologyImplementation RequirementsComplianceProcurementContracting RequirementsFortune 500Market Influencers