Vice President - Sales

We are seeking a results-driven sales leader to drive revenue growth by promoting and selling DataPath’s benefits administration and financial wellness solutions. This role is tailor-made for a true sales hunter—someone who thrives on prospecting, opening doors, building executive relationships, and closing high-value deals in a fast-paced, competitive market. The ideal candidate is a strategic thinker with strong industry knowledge, exceptional relationship-building skills, and a passion for technology-enabled innovation across benefits and financial services.

Key Responsibilities

• Prospect, qualify, and close new business across DataPath’s target markets, including third-party administrators (TPAs), brokers/consultants, PEOs, employers, banks/credit unions, and strategic fintech/channel partners.
• Build and manage a healthy pipeline through high-activity outbound prospecting, discovery, and disciplined opportunity management—bringing a true hunter mindset.
• Develop executive-level relationships with key stakeholders (Operations, Benefits, Finance, IT, and Product) and position DataPath as a long-term technology and services partner.
• Lead consultative discovery to uncover client needs and translate them into tailored solutions across CDH/benefits administration (HSA, FSA, HRA, commuter, COBRA, billing), payments/card processing, and service offerings (e.g., BPO/contact center).
• Own negotiations through contract execution and handoff; coordinate with internal teams to ensure a smooth onboarding and implementation experience.
• Maintain strong knowledge of industry trends and regulations impacting benefits administration and CDH accounts (e.g., IRS/DOL/HIPAA as applicable) and incorporate that insight into sales conversations.