Head of Benefits Enrollment and Billing Technology

Guardian Life

. Set and champion the domain-level technology strategy and architectural vision for Group Benefits enrollment and billing .

Posted 11/5/2026full-timeUnited StatesLead💰 $155,340 - $255,210 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in technology strategy and architectural vision for Group Benefits, with a strong focus on modernizing legacy systems and delivering operational improvements. Proven ability to lead high-performing engineering teams and influence cross-functional stakeholders while ensuring data quality and financial accuracy.

Highest-signal resume keywords

Technology Strategy LeadershipPlatform EngineeringCloud ArchitectureData GovernanceGroup Benefits Expertise

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

APIsEvent-Driven DesignProcess AutomationDistributed SystemsData PlatformsSecurityCI/CDTestingFinancial ControlsOperational Improvements

Soft Skills

Executive-Level CommunicationMentoringInfluencingBuilding Inclusive Cultures

Tools & Technologies

Engineering ToolingObservability ToolsCloud Platforms

Industry Keywords

Group BenefitsEmployee BenefitsInsuranceFinancial ServicesEligibilityEnrollmentBillingPaymentsReconciliation

Tech Stack

Tools & technologies

CloudDistributed SystemsSDLC

About the role

Key responsibilities & impact

Set and champion the domain-level technology strategy and architectural vision for Group Benefits enrollment and billing
Translate business strategies into multi-year modernization plans
Own end-to-end technology outcomes across plan setup, eligibility, enrollment, member and coverage data, billing, adjustments, payments, reconciliation, and partner integrations
Oversee technical design and data governance, including performance, resilience, security, auditability, and financial controls
Build reusable engineering patterns, APIs, event-driven integrations, data quality controls, and automation
Serve as escalation point for technical decisions, production incidents, enrollment defects, billing discrepancies, and architectural risks
Develop and mentor engineers, tech leads, quality engineering professionals, and future leaders
Partner with Enrollment, Billing, Operations, Finance, Product, Distribution, Customer Service, Data & AI, and enterprise platform stakeholders
Define quarterly plans, outcomes, dependencies, controls, and commitments with business product managers and owners
Influence funding prioritization and investment decisions
Drive continuous improvement in automation, SDLC maturity, cloud adoption, observability, engineering tooling, release quality, and production support
Enable AI and intelligent automation to reduce enrollment exceptions and improve billing issue detection and resolution
Establish engineering standards covering CI/CD, testing, security, supportability, data quality, controls, and metrics

Requirements

What you’ll need

10+ years of technology or engineering experience
Proven success leading strategy, architecture, and delivery for complex enterprise platforms
Track record modernizing legacy systems and delivering platform engineering, process automation, and operational improvements at enterprise scale
Strong knowledge of group benefits, employee benefits, insurance, or adjacent financial-services domains
Direct experience with eligibility, enrollment, billing, payments, or reconciliation strongly preferred
Deep technical expertise across distributed systems, cloud architectures, APIs, integration patterns, data platforms, event-driven design, security, and modern engineering practices
Ability to improve data quality, financial accuracy, operational controls, resilience, and customer outcomes
Ability to shape long-term technology strategy, influence architectural direction, manage investment tradeoffs, and lead through ambiguity and organizational change
History of building high-performing, inclusive engineering cultures
Strong executive-level communication
Legally authorized to work in the United States without current or future employer sponsorship