Pear VC
DevOps Engineer Opportunity
At Pay-i, we are solving one of enterprise AI's most critical challenges: proving ROI of GenAI investments. While global GenAI spend races toward $600B by 2028, 72% of CIOs cite measurement and forecasting as their top blocker, and only 13% of business leaders report significant enterprise-level value from GenAI. We are the only platform that transforms every model call, prompt, and agent step into CFO-grade metrics, providing enterprises the financial transparency to identify winning use cases, optimize costs, and prove impact. Founded by ex-Microsoft leaders with 20+ years of experience each, Pay-i is a seed-stage company backed by five venture capital firms and executive/C-suite angels from Microsoft, Twilio, Zoom, and more. If you are passionate about selling products that fundamentally change how enterprises scale their AI initiatives, join us in bringing the system of record for GenAI ROI to market. What You'll Do
Your impact will span across our entire infrastructure, including: Creating and managing infrastructure deployments on AWS, Azure, GCP, and on-premises. Supporting and validating deployments to ensure they are robust, reliable, and maintaining high availability and uptime. Working closely with the development team to define infrastructure requirements. Automating and supporting the deployment into various cloud and on-premise environments As a part of the development team, monitoring active deployments and participating in live site activities Contributing code as necessary, with opportunities for career growth in this area if desired. What You Bring
Required Qualifications 7 years of experience in a Senior DevOps or related role. Strong proficiency with Terraform, ARM/Bicep, and Cloud Formation. Proficient with Azure DevOps, Azure Pipelines, git, and bash. Demonstrated success in fast-paced "bring up/tear down" environments. Self-directed with strong technical opinions. Comfort with ambiguity, experimentation, and rapid iteration. Experience deploying and managing Kubernetes clusters and familiarity with cloud-native infrastructure. Preferred Qualifications 10 years of experience in a Senior DevOps or related role. Experience with Azure and AWS Marketplaces Experience interacting with and supporting customers. Developer experience is a bonus. What We Offer
Comprehensive health insurance. Discretionary time off. Opportunity to grow with the company. Fast-paced, execution-focused environment with clear goals. Collaboration with and mentoring from an extremely experienced founding team. Location
Based in Bellevue, WA. Local, in-office presence required. Occasional hybrid arrangements possible You'll join an extremely experienced team with clear goals and strong industry connections. We're well-funded, well-connected, and set up for success now we need the right people to execute on our vision. As one of our early technical hires, you'll have the opportunity to shape our engineering culture and grow with the company. Pay-i is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
At Pay-i, we are solving one of enterprise AI's most critical challenges: proving ROI of GenAI investments. While global GenAI spend races toward $600B by 2028, 72% of CIOs cite measurement and forecasting as their top blocker, and only 13% of business leaders report significant enterprise-level value from GenAI. We are the only platform that transforms every model call, prompt, and agent step into CFO-grade metrics, providing enterprises the financial transparency to identify winning use cases, optimize costs, and prove impact. Founded by ex-Microsoft leaders with 20+ years of experience each, Pay-i is a seed-stage company backed by five venture capital firms and executive/C-suite angels from Microsoft, Twilio, Zoom, and more. If you are passionate about selling products that fundamentally change how enterprises scale their AI initiatives, join us in bringing the system of record for GenAI ROI to market. What You'll Do
Your impact will span across our entire infrastructure, including: Creating and managing infrastructure deployments on AWS, Azure, GCP, and on-premises. Supporting and validating deployments to ensure they are robust, reliable, and maintaining high availability and uptime. Working closely with the development team to define infrastructure requirements. Automating and supporting the deployment into various cloud and on-premise environments As a part of the development team, monitoring active deployments and participating in live site activities Contributing code as necessary, with opportunities for career growth in this area if desired. What You Bring
Required Qualifications 7 years of experience in a Senior DevOps or related role. Strong proficiency with Terraform, ARM/Bicep, and Cloud Formation. Proficient with Azure DevOps, Azure Pipelines, git, and bash. Demonstrated success in fast-paced "bring up/tear down" environments. Self-directed with strong technical opinions. Comfort with ambiguity, experimentation, and rapid iteration. Experience deploying and managing Kubernetes clusters and familiarity with cloud-native infrastructure. Preferred Qualifications 10 years of experience in a Senior DevOps or related role. Experience with Azure and AWS Marketplaces Experience interacting with and supporting customers. Developer experience is a bonus. What We Offer
Comprehensive health insurance. Discretionary time off. Opportunity to grow with the company. Fast-paced, execution-focused environment with clear goals. Collaboration with and mentoring from an extremely experienced founding team. Location
Based in Bellevue, WA. Local, in-office presence required. Occasional hybrid arrangements possible You'll join an extremely experienced team with clear goals and strong industry connections. We're well-funded, well-connected, and set up for success now we need the right people to execute on our vision. As one of our early technical hires, you'll have the opportunity to shape our engineering culture and grow with the company. Pay-i is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.