IT Staff Engineer – AI Enablement, Automation

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🕒 May 13

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Openly

201 - 500 employees

🏢 Enterprise

Insurance • Enterprise • Technology

Openly is a next-generation insurance provider focusing on homeowners insurance. They offer premium, comprehensive coverage through a network of independent agents, simplifying the process with technology. Openly aims to provide high-value home insurance with ease and transparency, enhancing the efficiency of their agency partners and improving customer satisfaction. Their approach is built on using technology to streamline quoting, customize policies, and provide excellent customer experiences.

📋 Description

• Build and deploy AI-enabled tools, workflows, and internal automations that improve productivity and reduce repetitive work across the company. • Connect AI agents, tools, and automations with enterprise systems such as Okta, Google Workspace, Slack, Notion, Jira, and other applications, ensuring reliable interoperability. • Build, maintain, and improve MCP connections and supporting infrastructure, including standards for configuration, reliability, monitoring, and lifecycle management. • Identify manual or fragmented workflows and design durable automation solutions using Python, Go, or no-code tools. • Partner in weekly AI enablement sessions and help turn identified use cases into repeatable, supportable workflows, or tools. • Work closely with Security to implement safe patterns for authentication, authorization, token handling, data protection, and production readiness for AI-enabled workflows. • Use Terraform, cloud infrastructure, and version-controlled delivery practices to manage the systems that support internal AI enablement. • Create clear documentation, reusable patterns, and technical guidance that help teams adopt AI responsibly and effectively. • Partner with IT, Security, Engineering, and business teams to prioritize opportunities, collect feedback, and continuously improve solutions. • Balance quick wins with long-term maintainability, using feedback and operational data to improve quality, adoption, and scale.

🎯 Requirements

• Bachelorʼs degree in Information Technology, Computer Science, Engineering, or a related field, or equivalent practical experience. • 8+ years of experience in IT engineering, systems engineering, platform engineering, automation, DevOps, or a closely related role. • Strong experience designing and delivering internal tools, automations, or platform capabilities from idea through production. • Strong understanding of AI-enabled workflows, prompt-driven systems, agent patterns, and practical business applications of modern AI tools. • Experience integrating enterprise systems, knowledge sources, and APIs into useful internal workflows or automations. • Experience building and maintaining API-driven services, scripts, and automations using Python, JavaScript, Bash, or similar languages. • Experience with Terraform or similar infrastructure-as-code frameworks. • Experience with GitHub, Git, and modern software delivery practices. • Strong knowledge of cloud infrastructure such as GCP or AWS. • Familiarity with identity and access patterns such as OAuth2, OIDC, SAML, or equivalent enterprise authentication mechanisms.

🏖️ Benefits

• Remote-First Culture - We supported #remotelife long before it was a given. We'll keep promoting it. • Competitive Salary & Equity • Comprehensive Medical, Dental, and Vision Plan Offerings • Life and disability coverage including voluntary options • Parental Leave - up to 8 weeks (320 hours) of paid parental leave based on meeting eligibility requirements • 401K Company Contribution - Openly contributes 3% of the employee's gross income, even if the employee does not contribute. • Work-from-home stipend - We provide a $1,500 allowance to spend on setting up your home workplace • Annual Professional Development Fund: Each employee has $2,000 in professional development (PD) funds to spend on activities or resources annually. We want each Openly employee to achieve personal and professional success and to feel supported, confident, and informed about improving their efficiency and productivity. • Be Well Program - Employees receive $50 per month to use towards your overall well-being • Paid Volunteer Service Hours • Referral Program and Reward

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