Automation Engineer

• AUTOMATION ENGINEER
• Location: Burlington, VT (Hybrid)
• Employment Type: Full-time

WHO WE ARE

Open Approach is a values-driven, client-focused IT services company based in Burlington, Vermont. We deliver exceptional managed technology and phenomenal client support to organizations across New England and beyond. We are a fast-growing Managed Services Provider (MSP) delivering secure, compliant IT solutions to clients in regulated industries. Our team partners with businesses to design and implement IT, cybersecurity, and compliance frameworks that meet strict standards such as NIST, DFARS, and CMMC.

We earn our clients’ business every month by staying relentlessly focused on their success. From the very first interaction to ongoing evolution, we aim to provide seamless experiences grounded in understanding, integrity, and practical solutions. We believe in making thoughtful, informed decisions and creating a lasting impact instead of quick fixes. This translates into long-term relationships with our clients that are rewarding on many levels.

At our core, we value equity, humility, excellence, accountability, innovation, and openness. These guide everything we do, from how we collaborate internally to how we support clients through complex technical challenges.

We are continually refining our team, enhancing our capabilities, and investing in talent to drive forward meaningful change. We embrace candid feedback, own our outcomes, and strive to improve every day. If that sounds like the kind of company you want to grow with, we would love to hear from you.

THE ROLE

We are seeking an Automation Engineer to define and lead our push deeper into automation across our Managed Services Provider (MSP) organization. This role sits at the intersection of AI/ML, traditional scripting, and IT operations - building intelligent systems that improve how we run our business and deliver outcomes for clients, while balancing the needs of probabilistic and deterministic systems.

You will automate internal workflows and service delivery processes and, increasingly, design AI-driven solutions that let us operate at scale with minimal manual intervention. It is a high-impact role that will directly shape our service quality, margin, scalability, and client experience.

And feel free to show us what you're working on! Any links to your GitHub, scripts, or other coding projects you’ve written are always reviewed.

WHO YOU ARE

Curious and self-directed. You follow threads, read documentation nobody assigned you, and figure things out before asking for help. Large language models, agentic workflows, and intelligent tooling are practical levers to you, not buzzwords.

Collaborative beyond being easy to work with. You pull people in and bring them along, and you care whether the people around what you built can actually understand it. You teach even when the job description does not say to.

Organized underneath all of it. You hold multiple threads without dropping them, communicate when things shift, and bring your own structure to a chaotic environment rather than waiting for one to appear.

Clear on the difference between interesting and useful, and disciplined enough to stay on the right side of that line even when things are moving fast.

THE SPECIFICS OF THE JOB

Responsibilities - Internal Operational Automation & AI

Identify, design, and implement automation to streamline MSP operational workflows.

Integrate and automate workflows across RMM, PSA, monitoring, ticketing, and documentation platforms.

Collaborate with Service Desk, NOC, and Engineering teams with an eye to eliminate repetitive tasks.

Develop scripts, tools, and workflows with scalability in mind to reduce manual intervention and human error.

Build and deploy AI-powered internal tools using large language model APIs (e.g., Anthropic, OpenAI) to automate decision-making, content generation, and operational triage.

Design and maintain automated workflows that can handle multi-step operational tasks such as ticket enrichment, escalation routing, and documentation generation.

Identify internal processes where AI-assisted summarization, classification, or prediction can reduce technician workload and improve response quality.

Responsibilities - Advanced Client-Focused & AI-Driven Automation

Design automated remediation for common client issues (e.g., service restarts, disk cleanup, patch failures).

Implement event-driven automation triggered by monitoring alerts.

Automate client onboarding/offboarding processes.

Leverage APIs to integrate with cloud platforms (Azure, M365, AWS, etc.).

Contribute to automation frameworks for client environments (e.g., provisioning, compliance checks, security baselines).

Design and implement AI-driven automation for ticket triage, issue categorization, root cause identification, and automated client communications.

Develop client-facing deliverables such as automated health reports, anomaly summaries, and proactive alert narratives generated from telemetry data.

Partner with client-facing teams to identify opportunities where automation can reduce ticket volume, accelerate resolution, and improve client satisfaction scores.

Evaluate and integrate AI tooling and platforms (e.g., Claude Code / Cowork, AI-enabled RMM/PSA features, third-party LLM APIs) into client automation pipelines.

Job Requirements

5+ years of experience in IT operations and DevOps (within an MSP or similar environment is strongly preferred).

Professional coding experience (PowerShell required; Python strongly preferred, especially for AI/ML integrations and API development).

Experience working with RMM platforms, PSA/ticketing systems, Microsoft 365 / Azure, Windows Server environments.

Experience working with APIs and automation frameworks.

Strong understanding of IT infrastructure (networking, servers, cloud services).

Strong understanding of CI/CD, Git, version control, and build-to-scale mindset.

Ability to analyze workflows and identify automation opportunities.

Strong documentation and process design skills.

Ability to balance innovation with operational stability.

Hands-on experience with AI/LLM APIs (Anthropic, OpenAI, etc.) and prompt engineering for practical automation use cases.

Familiarity with agentic AI frameworks (e.g., LangChain, AutoGen, Semantic Kernel) or demonstrated ability to build multi-step AI-driven workflows.

Demonstrated curiosity and self-direction when it comes to exploring new AI capabilities and applying them to real business problems.

Experience

• At least 5+ years of technical experience is required. Compensation is negotiable depending on
• experience.

BENEFITS

Health, dental, and vision coverage with generous employer contributions

Company-sponsored Life, STD/LTD Disability, and Workers’ Compensation

401(k) with 4% match starting day one

Generous PTO (starting at 16 days, plus paid holidays)

Fully paid parental leave

Smartphone stipend for on-call rotation (if applicable)

Weekly company lunches, coffee, snacks, and a pet-friendly office

HOW NOT TO APPLY

Forget to write a good cover letter, so that we have no way of knowing how articulate you really are

Include a lot of grammatical and structural errors in your cover letter and resume

Hide your personality so we can’t tell a thing about you, other than that you are highly efficient in Microsoft Word

Thank you for your interest, and best of luck in your search for work.

Learn more about us at www.openapproach.com