Sales VP - Enterprise (Benefits Administration)

Location: Remote - US; standard working hours are 8am-5pm Central Time.

Base salary: $150,000-$175,000 per year, excluding fringe benefits and potential bonuses.

Company

hirify.global provides cloud-based benefits administration technology and services that help employers and employees manage workplace benefits.

What you will do

• Drive growth in the enterprise market by selling technology and benefits administration services to employers with 35,000 or more eligible lives.
• Develop targeted sales strategies, prospect within assigned markets, and build a qualified pipeline of large-market opportunities.
• Lead the full sales cycle, including discovery, solution development, RFP responses, finalist presentations, pricing, negotiations, and contract execution.
• Build relationships with CHROs, CFOs, benefits leaders, procurement executives, IT leaders, consultants, brokers, enrollment firms, and strategic partners.
• Coordinate Solution Architecture, Product, Technology, Legal, Finance, Implementation, and Client Services teams throughout sales and transition to implementation.
• Present hirify.global’s capabilities and business value, manage pipeline visibility, and support a smooth transition from sales through contracting and implementation.

Requirements

• 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 differentiated solutions and business value, with strong public speaking, executive presentation, negotiation, and relationship-management skills.
• Ability to collaborate across Product, Technology, Legal, Finance, Implementation, and Client Services; bachelor’s degree or equivalent professional experience.

Nice to have

• Experience selling SaaS solutions in People, HR technology, or employee benefits.
• 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 involving multiple products, services, integrations, and implementation workstreams.
• Familiarity with operational, compliance, security, procurement, and contracting requirements of large-market employers.

Culture & Benefits

• Remote-first, office-friendly environment.
• Health, dental, and vision plans, plus employer-sponsored retirement savings programs.
• Performance-based incentives for most roles and a broader compensation and benefits package.
• Professional development, training, and career-growth resources.
• Collaborative, inclusive culture supporting creativity, initiative, open communication, and client success.
• Mental health, financial planning, and wellness initiatives.