Vice President, Client Success (AI)

Location: Remote within the United States; mandatory onsite Trailhead onboarding at hirify.global headquarters once per quarter may be required.

Salary: $193,500–$256,000 per year, plus performance-based incentives, restricted stock units, and benefits.

Company

hirify.global provides Consumer-Driven Benefits and aims to empower healthcare consumers through products including HSAs, FSAs, COBRA, commuter benefits, and public-sector solutions.

What you will do

• Set the multiyear vision, strategy, operating model, service models, roles, playbooks, decision rights, and operating rhythms for Client Success.
• Lead approximately 250 team members serving approximately 5,000 mid-market and enterprise clients across COBRA, Reimbursement Accounts, Public Sector, and Consumer-Driven Benefits.
• Own executive relationships, service delivery, renewals, retention, account growth support, client health, escalations, performance guarantees, and client outcomes.
• Set the data, automation, and AI roadmap; use predictive insights and automation to make client engagement more proactive and reduce administrative work.
• Own the budget, workforce plan, technology investments, cost-to-serve strategy, and measures for retention, productivity, risk, service, and organizational health.
• Partner with Commercial, Implementation, Product & Technology, Customer Experience, Finance, and Operations to resolve systemic issues and improve onboarding-to-service handoffs.

Requirements

• 10+ years of experience leading client service delivery or operations in healthcare, benefits administration, or financial services, including 5+ years in senior leadership.
• Experience transforming an operating model and scaling an account management function at enterprise level.
• Strong commercial and financial acumen, including understanding how client experience drives retention, growth, and enterprise value.
• Experience using data, digital tools, automation, and AI to improve outcomes.
• Knowledge of Consumer-Driven Benefits, including HSA, FSA, COBRA, and Commuter benefits, and the regulations governing them.
• Experience with large employer clients, brokers, and TPAs, plus familiarity with CRM platforms such as Salesforce.
• Strong executive presence and ability to drive results across organizational boundaries.
• Record of developing strong leaders, with a bias for action and real curiosity.
• Moderate travel may be required, approximately 20–30%.

Culture & Benefits

• Remote position with mandatory onsite Trailhead onboarding at headquarters once per quarter; required travel and accommodations are covered.
• Medical, dental, and vision coverage, HSA contribution and match, dependent care FSA match, and 401(k) match.
• Uncapped paid time off and paid parental leave.
• Performance-based incentives and restricted stock units.
• Ongoing education and tuition assistance, gym and fitness reimbursement, wellness incentives, and financial literacy programs.
• Culture centered on ownership, accountability, data-driven decisions, inclusion, and empowering healthcare consumers.

Hiring process

• Screening interviews may be transcribed using Microsoft Copilot, with the option to opt out in advance.
• Live interviews and assessments must reflect the candidate’s own ideas, communication, and work unless AI use is explicitly authorized.