Systems Engineer, Support Platform

We're looking for a Systems Technologist to shape how AI is woven into our customer support operation. This is a hands-on, systems-minded role at the center of how Customer Operations functions: integrating external tools and internal platforms, building workflow automation, and enabling self-help. LLM-driven tools, agents, and automations are providing new and powerful opportunities to reshape all of these functions, and you'll be empowered as a technologist with more tools at your disposal than ever before.

While we work closely with dedicated core product and engineering teams, we need someone who sits directly within Operations to move fast. You won't be building our core SaaS product; instead, you'll own the AI logic, the custom tools, and the integrations that empower our support agents and improve our customer experience, from the chatbot that talks to customers to the internal automations that take work off our agents' plates.

If you're excited about putting LLMs into production, thinking end to end about how systems fit together, and seeing the immediate impact of your work on daily operations, this is the role for you.

• Build and maintain custom Zendesk Apps for agent-facing data visibility
• Own the technical configuration of our AI chatbot (Assembled): API scripting, JSON parsing, conversation flow design
• Administer Custom Objects, Liquid Markup, and Dynamic Content
• Use AI coding tools to ship production code faster, with sound judgment on when generated code is ready
• Build quality checks and fallback paths so chatbot logic fails safely, not silently

• Connect our support tools to internal systems (Slack, Jira) and third-party vendors, using scripting and low-code platforms
• Ensure data flows correctly between our support frontend and backend services
• Own what you ship: build maintainable, well-tested solutions, and define how you'll know it's working in production

• Translate Customer Operations needs into technical requirements and API specs for partner engineering teams
• Decide when a solution stays in Support Platform scope versus needs a scalable infrastructure project

• AI / LLM Integration: Experience building or configuring AI-powered features in production, chatbot logic, LLM API integrations, prompt design, and orchestration (Assembled, Ada, Ultimate.ai, or similar)
• AI-Assisted Development: Fluent with modern AI coding tools, with the judgment to know when generated code is production-ready
• API Fluency: Strong grasp of REST APIs, Webhooks, and JSON, including OAuth/API key auth
• Support Ecosystem Experience: Administering or developing for Zendesk (Zendesk Support, Guide, and App Framework) is highly preferred.
• Chatbot/AI Logic: Configuring chatbot logic and API integrations within chat flows (Assembled, Ada, Ultimate.ai, or similar)
• Low-Code Familiarity: Comfortable using Zapier, Make, or Workato when custom code isn't necessary.
• End-to-End Ownership: Track record of taking ambiguous problems to shipped, reliable solutions with minimal oversight

• Liquid Markup
• Experience writing PRDs or technical specs
• Frontend knowledge (HTML/CSS) for internal tooling
• Production JavaScript (Node.js) and/or Python, building tools others depend on, not just scripting

Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,700 is headquartered in New York City, with offices in Dublin, Ireland, and Aveiro, Portugal. For more information about our company, visit https://www.squarespace.com/about/careers.

Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customer base, but we also strive for the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.