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SmartAdvocate® is a leading legal case management application. Conceptualized by the founding partner of a prominent personal injury law firm, SmartAdvocate® is offered as either a cloud-based or self-hosted application. Legal professionals use SmartAdvocate to manage pre-litigation and litigation cases including contacts, communications, case data, documents, document scanning and filing, document creation, calendaring, and more.
Our clients run in hybrid environments — on-premises Windows infrastructure and cloud-hosted deployments. The stack is Microsoft-centric: ASP.NET, SQL Server, IIS, and Windows Server, with Oracle Cloud Infrastructure (OCI) as our primary cloud platform.
*About The Role*
We are looking for a hands-on AI DevOps Engineer to own and build out the operational backbone of our legal case management platform. You will be the go-to person for infrastructure across traditional systems and modern AI workloads, including LLMs, RAG pipelines, vector databases, and agent-based systems.
We are looking for a hands-on Infrastructure & Operations Engineer to own and build out the operational backbone of our legal case management platform. You will be the go-to person for everything infrastructure — from development environments to production deployments across on-premises and cloud-hosted client sites.
This is a high-impact, high-autonomy role. You will be the primary Ops resource, working alongside developers who currently handle infrastructure part-time. Your mission is to bring structure, reliability, and observability to our operations — establishing proper CI/CD pipelines, monitoring, alerting, and incident response processes.
*This is an on-site role. No remote applicants. This is not negotiable and will not be revisited.*
*What You Will Do*
*Build, Release & AI Deployment*
* Design, build, and maintain CI/CD pipelines using Azure DevOps and Jenkins * Manage build configurations, artifact publishing, and release orchestration * Coordinate deployments across multiple client environments (on-prem and cloud) * Maintain and improve source control workflows using Git
*Infrastructure Management*
* Provision, configure, and maintain Windows Server environments (dev, test, staging, production) * Administer IIS web servers — application pools, bindings, SSL certificates, performance tuning * Manage SQL Server instances — installation, configuration, backups, high availability (Always On) * Maintain networking fundamentals — DNS, firewalls, load balancers, VPN connectivity * Handle patch management and security hardening across all environments
*Monitoring, Observability & AI Systems*
* Stand up and maintain monitoring infrastructure using Zabbix, Grafana, and Loki * Define and implement alerting rules for system health, performance, and availability * Build dashboards that give the team real-time visibility into all environments * Establish baseline metrics and SLAs for system performance
*Incident Response & Troubleshooting*
* Serve as the primary point of contact for production infrastructure issues * Diagnose and resolve system outages, performance degradation, and deployment failures * Conduct root cause analysis and implement preventive measures * Document runbooks and operational procedures for common issues
*Security & Compliance*
* Implement and maintain access controls, following the principle of least privilege * Manage SSL/TLS certificates across all environments * Ensure backup and disaster recovery procedures are in place and regularly tested * Support security audits and maintain awareness of data protection requirements (legal industry handles sensitive PII)
*Required Skills & Experience*
* 5+ years of Windows Server administration — this is a Windows shop and you must be an expert * Expert-level Microsoft SQL Server — installation, configuration, backup/restore, performance tuning, Always On availability groups, index maintenance * Expert-level IIS administration — application pools, URL rewrite, SSL bindings, troubleshooting, performance optimization * CI/CD pipeline experience — Azure DevOps Pipelines and/or Jenkins, build automation, release management * Scripting with PowerShell — automation of routine tasks, deployment scripts, system administration * Source control — Git workflows, branching strategies, merge management * Monitoring tools — hands-on experience with at least one observability stack (Zabbix, Grafana, Prometheus, or similar) * Networking fundamentals — DNS, TCP/IP, firewalls, load balancers, VPN, SSL/TLS * Backup & disaster recovery — designing and testing backup strategies, point-in-time recovery * *LLM Integration*: OpenAI Chat Completions, Assistants API, Realtime API, function calling, streaming. Just knowing the Chat API is not sufficient * *RAG Systems*: Vector databases (Chroma or equivalent), embedding models (HuggingFace/OpenAI), chunking strategies, retrieval pipelines * *Agentic Patterns*: Tool-calling agents, multi-step reasoning, agent orchestration frameworks (LangChain or equivalent)
*Preferred Qualifications*
* Microsoft Certification (MCSA, MCSE, or Azure equivalent) — strongly preferred * Oracle Cloud Infrastructure (OCI) experience — compute, networking, storage, block volumes * Grafana + Loki experience for log aggregation and visualization * Zabbix experience for infrastructure monitoring * Python scripting for automation and tooling * Docker / containerization basics * Linux administration fundamentals * AWS EC2 experience * Familiarity with compliance frameworks (SOC 2 or similar) * Experience supporting multi-tenant or client-deployed software products * What Makes You a Great Fit * Ownership mentality — you will be building this function, not slotting into an existing team. You see gaps and fill them without being asked. * Calm under pressure — production issues happen. You diagnose methodically, communicate clearly, and fix things fast. * Automation-first mindset — if you do something twice, you script it. Manual processes are temporary, automation is the goal. * Clear communicator — you can explain infrastructure issues to developers and stakeholders in plain language. xawqmyg * Documentation habit — you write things down so the team doesn't depend solely on your memory. * Pragmatic problem solver — you find the right solution for the situation, not the theoretically perfect one.
Pay: $100,000.00 - $160,000.00 per year
Benefits: * 401(k) * Dental insurance * Health insurance * Paid time off * Vision insurance
Experience: * Microsoft SQL Server: 3 years (Preferred) * CI/CD: 4 years (Preferred) * PowerShell: 3 years (Preferred) * Disaster recovery: 3 years (Preferred) * Python: 4 years (Preferred) * Microsoft Windows Server: 5 years (Preferred) * AI: 3 years (Preferred) * LLM: 3 years (Preferred) * Agentic AI: 1 year (Preferred)
Ability to Commute: * Melville, NY 11747 (Required)
Work Location: In person
Sprachkenntnisse
- English
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