via LinkedIn
$120K - 150K a year
Maintain and troubleshoot demo environments, configure benefits modules, support AWS infrastructure, and collaborate with sales and engineering teams.
7+ years supporting enterprise software, AWS experience, benefits administration knowledge, troubleshooting skills, and automation proficiency.
The Lead Infrastructure Support Specialist supports, maintains, and enhances our demo and sandbox environments used by sales, product, and client-facing teams. The incumbent brings strong experience in Benefits Administration systems along with deep knowledge of Amazon Web Services (AWS) infrastructure. This role ensures our demo platforms are stable, secure, performant, and configured to showcase product capabilities with maximum impact. ESSENTIAL DUTIES AND RESPONSIBILITIES Demo Environment Management • Maintain, monitor, and troubleshoot demo, sandbox, and staging environments to ensure high availability and optimal performance. • Configure and refresh environments to support product demos, proofs of concept, and client engagements. • Coordinate environment updates, version control, and release readiness with Engineering, Product, and Sales Engineering teams. • Manage environment data sets, ensuring they are realistic, compliant, and aligned with demo scenarios. Benefits Administration Expertise • Configure, test, and maintain Benefits Administration modules and workflows within demo environments. • Collaborate with Product and Sales teams to ensure benefits plans, eligibility rules, enrollment flows, and life event scenarios reflect real-world use cases. • Troubleshoot and resolve issues related to benefits configuration, plan setup, calculations, and integrations. • Serve as an internal subject matter expert on Benefits Administration functionality and best practices. AWS Infrastructure & Automation • Support AWS services used by demo environments, including EC2, RDS, S3, Lambda, CloudFormation/IaC, and networking components. • Assist with environment provisioning, scaling, backups, and performance tuning. • Implement automation to reduce manual setup time, improve repeatability, and increase reliability. • Monitor system health and security within AWS, responding to incidents and optimizing resources. Cross-Functional Collaboration • Work closely with Sales Engineering to support demo customizations or configurations needed for key deals. • Partner with DevOps, Engineering, and QA teams to ensure environment stability and alignment with production architecture. • Provide training and documentation to internal teams on environment usage and best practices. REQUIRED SKILLS AND ABILITIES • Strong analytical skills and the ability to rapidly diagnose complex technical issues. • Excellent communication and documentation skills. • Problem Solving: Strong troubleshooting and logical reasoning. • Technical Agility: Ability to quickly learn new systems and platforms. • Collaboration: Works well with both technical and non-technical teams. • Attention to Detail: Especially in configuring benefits and environment parameters. • Customer Mindset: Understands the importance of polished demo experiences. KNOWLEDGE, EXPERIENCE, AND/OR EDUCATION REQUIREMENTS • 7+ years of technical experience supporting enterprise software environments. • Hands-on expertise in Benefits Administration systems (e.g., HRIS, HCM, payroll/benefits platforms, enrollment systems). • Strong AWS experience with core cloud infrastructure services. • Proficiency in troubleshooting across application layers (UI, APIs, databases, integrations). • Experience with configuration, data setup, and dynamic rule-based systems. • Familiarity with CI/CD pipelines and automation tools. • AWS certifications (Solutions Architect Associate/Professional, SysOps, DevOps Engineer). (preferred, not required) • Experience with infrastructure-as-code (CloudFormation, Terraform). (preferred, not required) • Background in HR tech, HCM, payroll/benefits platforms, or related industries. (preferred, not required) • Scripting experience (Python, Bash, PowerShell). (preferred, not required) • Familiarity with identity management and SSO (SAML, OAuth, OpenID Connect). (preferred, not required) • Experience supporting sales demo environments or customer-facing technical workflows. (preferred, not required) Disclaimer: This job description is not intended to be an exhaustive list of all duties, responsibilities, or qualifications associated with the job. Management reserves the right to modify or reassign job duties as business needs evolve. #LI-RZ1 #LI-Remote
This job posting was last updated on 12/12/2025