Remote Operations Engineer Jobs in Boston, MA (NOW HIRING)

About OnRamp

OnRamp transforms B2B customer onboarding into a revenue driver. Our platform automates workflows, streamlines playbooks, and accelerates time-to-value, helping enterprises reduce onboarding time by up to 70%. Backed by leading investors (we just raised our $15M Series A) and trusted by Fortune 15 companies, we’re redefining how companies bring new customers online.

We’ve built the system of record for post-sale workflows, powering onboarding and expansion for enterprise customers including Fortune 15 companies. Now we’re evolving that foundation into something much bigger: an intelligent system that actually does the work.

We’re building an agentic platform that eliminates friction in the B2B customer relationship.

The Role

We’re hiring an engineer to own our infrastructure — the AWS platform, deployment systems, and tooling that lets a small, elite team ship at the pace of a much larger one.

This is a high-impact individual contributor role reporting directly to our Head of Engineering. You’ll have end-to-end ownership of how our software is built, deployed, secured, and operated — including the infrastructure behind our AI agents. And like everyone on this team, you’ll use AI itself as a core tool of the trade: agents and LLM tooling for solving infrastructure problems, not just supporting them.

We’re deliberately not posting a checklist of certifications and years of experience. We care about what you can build and run, not what your last title was — we’ll calibrate level, scope, and compensation to you.

What You’ll Do

• Own our AWS infrastructure end to end: architecture, infrastructure-as-code, networking, cost, and scale

• Build the CI/CD and deployment systems that let engineers ship to production many times a day with confidence

• Attack DevOps problems with AI: use coding agents and LLM tooling to write and refactor infrastructure code, debug incidents, automate runbooks, analyze logs, and systematically eliminate toil

• Build the infrastructure behind our AI: agent execution environments, LLM observability, evaluation pipelines, and the plumbing that makes agentic features reliable in production

• Own observability, reliability, and incident response — enterprise customers depend on us, and you’ll keep the platform worthy of that trust

• Strengthen our security and compliance posture (we’re SOC 2 and HIPAA compliant) as we move upmarket

• Multiply the team: build paved roads, automation, and AI-powered tooling that make every engineer here faster

Who You Are

• Deep, hands-on AWS experience — you’ve designed, built, and operated production infrastructure that real businesses depend on

• Fluent in infrastructure-as-code (Terraform, CDK, or similar) and modern deployment practices: containers, CI/CD, zero-downtime releases

• You already build with AI. Coding agents and LLM tools are part of how you write IaC, investigate incidents, and automate operations — and you’re constantly finding new ways to apply them

• You reach for AI before you reach for toil: when you see a recurring problem, your instinct is to build an agent or automation that solves it permanently

• A security mindset by default — you’ve supported or driven compliance efforts like SOC 2 or HIPAA, or you’re ready to own that surface

• A builder at heart — comfortable writing real software, not just configuration

• High ownership and pragmatic — you measure yourself on the team’s velocity and the platform’s reliability, not the number of fires fought

What Makes This Role Unique

• Greenfield ownership: define the platform for an AI-first company at exactly the stage where your decisions compound

• Infrastructure for agents is a new discipline — you’ll be inventing practices, not following a runbook

• Your leverage is the whole team’s velocity: on a lean team, great platform work is visible immediately

Location & How We Work

We’re a Boston-centered engineering culture — our home base is a top-floor office in Fort Point, and we do our best work when we can get in a room together. We prefer candidates local to Boston who want to be in the office a couple of days a week. That said, for the right person, we’re open to remote.

Why OnRamp

• Build a category-defining agentic platform used by enterprise and mid-market clients, including Fortune 15 companies

• Join a high-growth AI-first company that just raised its $15M Series A led by top investors

• Small team, huge surface area — high ownership, low bureaucracy, and your work ships to real customers fast

• An AI stipend for tools, subscriptions, and experiments that help you work smarter

• Highly competitive cash compensation, equity with real upside at our stage, and comprehensive benefits: health, dental, and vision; unlimited PTO; paid parental leave; 401(k); and education and wellness stipends

OnRamp is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. OnRamp considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. OnRamp is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability, please don’t hesitate to let us know.