Role Description As a DevSecOps Engineer Lead or Principal on our Enterprise AI team, you'll help shape the future of AI and Generative AI capabilities across the organization. In this role, you'll provide technical leadership across: - DevOps - Security - Observability - Platform operations You'll partner closely with: - Architecture - IT security - Information security - Site reliability engineering - Platform engineering - Product teams You'll help establish secure, scalable, and repeatable patterns that enable teams to build, deploy, and support AI solutions with confidence. This position plays a key role in: - Advancing Responsible AI practices - Improving production readiness - Streamlining operational processes across our AI ecosystem You'll connect platform capabilities, security requirements, and engineering teams to reduce delivery friction and accelerate innovation. To be successful in this role, you'll utilize your passion for building secure, enterprise-scale AI platforms and influencing technical strategy across multiple teams. This is a remote position for US-based work only with occasional travel to the Cleveland, OH area for meetings and/or training. Schedule: 1st shift ET, CT, or MT, Mon - Fri Qualifications - Bachelor's Degree or higher in an Information Technology discipline or related field of study (e.g., Computer Science, Software Engineering, Telecommunication, Math) and minimum of six years working with operating system hardware and/or software components in designing and scripting infrastructure solutions. - In lieu of degree, minimum of eight years related experience working with operating system hardware and/or software components in designing and scripting infrastructure solutions. Requirements - Experience in a technical engineering leadership role with a focus on DevOps, site reliability, platform, and/or security within IT. - Experience building, supporting, or governing enterprise AI, GenAI, Agentic AI, predictive AI, or advanced analytics platforms. - Strong understanding of cloud security, secure SDLC practices, access controls, secrets management, vulnerability management, and security architecture. - Experience defining observability and operational excellence practices, including monitoring, logging, alerting, incident management, and production readiness. - Ability to influence across teams and translate security, governance, and platform requirements into scalable engineering standards, patterns, and best practices. Benefits - 401(k) with dollar-for-dollar company match up to 6% - Medical, dental & vision, including free preventative care - Wellness & mental health programs - Health care flexible spending accounts, health savings accounts, & life insurance - Paid time off, including volunteer time off - Paid & unpaid sick leave where applicable, as well as short & long-term disability - Parental & family leave; military leave & pay - Diverse, inclusive & welcoming culture with Employee Resource Groups - Career development & tuition assistance Energage recognizes Progressive as a 2025 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership. Company Description Equal Opportunity Employer. Sponsorship for work authorization for foreign national candidates is not available for this position. Applicants must be authorized to work for any employer in the U.S. without the need or potential need of current or future sponsorship for employment. Progressive does not hire candidates with (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role. For ideas about how you might be able to protect yourself from job scams, visit our scam-awareness page at https://www.progressive.com/careers/how-we-hire/faq/job-scams/

Role Description We’re looking for someone to lead development aspects of the Infrastructure engineering team at ServiceTitan. You must have a strong background in responsive web application development, building distributed systems for scale, and a proven ability to deliver technical leadership and strong architectural thought process. Our Site Reliability and Infrastructure Engineering team is an investment by Cloud to make impactful changes to ServiceTitan that help us constantly run better, faster, and cheaper. This team centralizes the concerns of developing and providing measurements and guidance, so every engineer is able to improve availability and efficiency in their area of the ServiceTitan cloud. Infrastructure Engineering improves ServiceTitan’s customer experiences by: - Increasing availability and performance - Reclaiming time spent by engineers diagnosing issues or configuring software - Reducing the total cost of owning and operating products and services Come join us! What You'll Do: - Design, develop, test, troubleshoot, debug, optimize, scale, perform capacity planning, deploy, maintain, and improve software applications. - Coding and Automation of Applications on Cloud Platform. - Work collaboratively across the company to design, communicate and assist with adoption of best practices in architecture and implementation. - Participate in research, development, support, management, and other company initiatives. - Collaborate with Product Engineering teams to plan and deploy product releases. - Work with Engineering leadership to build scalable infrastructure & shared services. - Define non-functional requirements as part of the product lifecycle. - Contribute to product development / engineering as needed. - Resolve product/service defects or design changes. - Establish strong relationships with company's leadership. Qualifications - BS or MS in Computer Science (or equivalent diploma and/or certifications) with 8-10 years related experience. - Familiarity with Continuous Integration and Delivery including experience with tools such as Jenkins or Team City. - Strong expertise & experience with Kubernetes, Functions/Serverless computing, Distributed messaging systems (Kafka, Event Hubs, SQS), Data Lakehouse architectures (e.g. Snowflake, Databricks Delta), and API gateways. - Administration and building automation for Azure, AWS or other public cloud technology. - Hands-on experience with a Distributed Version Control System such as Git. - Advanced knowledge of programming languages: C#, Visual Basic, PowerShell, Java. - Experience scripting provisioning of servers, applications, and/or infrastructure in a production environment at scale. - Knowledge of software development best practices, SDLC, and experience deploying high availability systems and software. - Experience with troubleshooting distributed web applications in a production environment. - Log / Metric collection and analysis tools (e.g. Elasticsearch-Logstash-Kibana, DataDog, Grafana). Requirements - Enjoy being directly accountable for the reliability of a business-critical, large-scale enterprise system. - Comfortable guiding and making decisions with limited information. - Capable of operating within trade-offs present when solving for immediate needs versus bigger scale solutions. - Subject matter expert in Cloud Infrastructure & Systems Reliability. - Willing to go out of your lane to affect change. - Experience developing metrics, log aggregation, or performance analysis systems. Benefits - Flexible time off with ample learning and development opportunities. - Comprehensive onboarding program and leadership training. - Company-paid medical, dental, and vision (with 100% employer paid options and 90% coverage for dependents). - FSA and HSA, 401k match, and telehealth options. - Parental leave and support, fertility services, and adoption reimbursement. - Legal advisory services and financial planning tools.

• Own and evolve our DevOps and platform engineering function, from build and deployment pipelines to monitoring, infrastructure as code, and cost optimization. • Design and maintain CI/CD pipelines that are secure, scalable, and built to support rapid product iterations without sacrificing stability. • Improve observability via Datadog, GCP, and custom dashboards, including FinOps focused observability outcomes. • Implement and maintain FinOps governance, including showback and chargeback models, to drive cost accountability across engineering teams. • Enable developer productivity by creating internal tooling, reusable modules, and simplifying infrastructure for other engineering teams. • Help teams define and measure SLOs setting the standard for how we think about system health and reliability. • Serve as a FinOps thought leader, collaborating with Product and Engineering to define the most cost-effective architectural patterns for new services and features. • Play a key role in shaping our engineering culture, DevOps best practices, and influencing our long-term DevOps roadmap. • Work cross-functionally with product engineering, security, finance, and other teams to align technical spending with business unit economics and financial goals.

• Own and evolve our Cloudflare edge configuration across Accounts and Zones • Design and maintain DNS architecture in Cloudflare • Implement and operate mTLS with Authenticated Origin Pulls • Build and support self-service automation for edge configuration using Terraform • Develop and operate solutions using Cloudflare Workers and R2 Storage • Own the ingress and reverse-proxy layer • Design and manage reverse proxy topologies • Build, operate, and improve Kubernetes ingress controllers • Operate and extend service mesh capabilities • Partner with Security to defend against OWASP-class attack vectors • Implement robust monitoring and alerting for edge, DNS, and ingress health • Lead incident response for edge/ingress-related incidents