• Set technical direction for the applicant funnel • Define and drive the architecture of the end-to-end "Got Rate → Funded Loan" journey • Identify and resolve systemic bottlenecks impacting conversion, latency, and reliability • Lead large, cross-team initiatives • Own ambiguous, high-impact efforts that span Growth, Verifications Platform, Risk/Decisioning, and Lending Partners • Align multiple teams around cohesive technical strategies and execution plans • Evolve platform architecture • Drive decomposition of tightly coupled systems into scalable, reusable services and APIs • Enable cross-product reuse across unsecured lending while maintaining system integrity • Translate complex business problems into systems • Balance product velocity, risk constraints, compliance requirements, and long-term maintainability • Partner deeply with product, risk, compliance, and operations to deliver measurable business outcomes • Drive experimentation and intelligent automation • Elevate experimentation frameworks and data-driven iteration across the funnel • Identify and lead opportunities for AI-driven experiences (e.g., adaptive flows, conversational interfaces, automation) • Raise the engineering bar • Establish best practices in system design, observability, testing, and operational excellence • Mentor senior and staff engineers and influence engineering culture across the organization • Operate as a force multiplier • Provide technical leadership beyond the team, influencing architecture and strategy across Personal Loans and adjacent domains • Proactively identify long-term risks and opportunities, and drive alignment with leadership

• Design and implement observability solutions using tools such as Splunk, Dynatrace, Datadog, Prometheus, Grafana, etc. to ensure visibility into retail and pharmacy systems • Develop proactive alerting and dashboarding strategies to detect and resolve issues before they impact customers and store operations • Manage Service Level Objectives (SLOs), Service Level Agreements (SLAs), and error budgets for critical store applications • Involved in incident response and postmortem processes to drive continuous improvement • Identify and eliminate bottlenecks in development and deployment workflows to improve lead time and reduce change failure rates • Conduct performance testing and reliability audits to ensure system robustness • Partner with development teams to embed Site Reliability Engineering (SRE) principles into the software development lifecycle • Support and optimize applications deployed across CVS retail and pharmacy locations • Collaborate with infrastructure and store operations teams to ensure high availability and performance of store systems • Champion containerization and orchestration using OpenShift and Kubernetes in hybrid cloud environments • Leverage CI/CD pipelines to enable automated deployments at scale • Understanding of microservices architecture

Role Description Contract Contingency Notice: This position is contingent upon contract award. Employment offers will be extended only upon successful contract award and client approval. Candidates may be considered and interviewed in advance to support rapid onboarding should the contract be awarded. We are seeking a Senior DevSecOps / Site Reliability Engineer (SRE) to drive reliability, observability, and automation across large-scale hybrid cloud environments. This role focuses on: - Improving uptime - Reducing mean time to recovery (MTTR) - Streamlining incident management - Supporting large-scale cloud migrations You will work across Azure, AWS, and on-prem environments, building resilient infrastructure and ensuring mission-critical applications meet strict availability and performance standards. Qualifications - Strong background in DevOps, SRE, or cloud infrastructure engineering - Deep experience with Azure and AWS cloud environments - Hands-on expertise with monitoring/observability tools (Datadog, Dynatrace, or similar) - Proficiency with Terraform and infrastructure-as-code best practices - Solid scripting/automation skills (Python, Bash, or PowerShell) - Familiarity with the VA ecosystem—especially VA Platform One, enterprise GitHub practices, VA.gov standards, or DevSecOps models—is a plus - Excellent communication skills, with the ability to bridge technical and non-technical stakeholders - Demonstrated ability to prioritize, manage dependencies, and deliver in complex environments - Experience working in Agile development environments - Performs other related duties as assigned Requirements - Applicants must be authorized to work in the United States - In alignment with federal contract requirements, certain roles may also require U.S. citizenship and the ability to obtain and maintain a federal background investigation and/or a security clearance Education - Bachelor’s degree Benefits - Fully remote - Annual stipend - Comprehensive Benefits Package - Company Match 401(k) plan - Flexible PTO, Paid Holidays Company Description Wilcore is an Equal Opportunity Employer and does not discriminate against applicants based on race, religion, color, disability, medical condition, legally protected genetic information, national origin, gender, sexual orientation, marital status, gender identity or expression, sex (including pregnancy, childbirth or related medical conditions), age, veteran status or other legally protected characteristics. Any applicant with a mental or physical disability who requires an accommodation during the application process should contact a Wilcore HR representative to request such an accommodation by emailing hr@wilcore.io. Compensation At Wilcore, it’s important each employee is compensated competitively and fairly. In alignment with state legal requirements, a range for the included position is listed below. Be advised, actual offer details are determined by job category, job location, and candidate skill level. United States Wage Range: $120,000 – $160,000

• Operating secure, highly available Kubernetes infrastructure for core microservices, data pipelines, observability, and internal tooling. • Enhancing platform reliability, observability, security, performance, and cost efficiency. • Providing guidance to engineers and developers to increase confidence that their services are performing as expected. • Leading complex production investigations and driving long-term improvements. • Leverage LLMs and AI-driven automation to auto-remediate incidents and streamline operations. • Partner across DevOps, Software, Data, AI and Security engineering Teams to investigate and troubleshoot complex problems. • Participating in on-call rotations, guiding restoration and repair of service-impacting issues.