Gladly is at the forefront of building retail e-commerce AI. Our AI is live in production with customer-centric brands like Crate & Barrel, Ulta Beauty, and Allbirds. We have the ingredients that make AI work: rich data, close customer partnerships, and a strong engineering culture. We’re hiring a Staff Software Engineer to lead major AI & Automation initiatives. This is a high-impact, hands-on role for someone who wants to ship fast, collaborate deeply, and build systems that help real people. You’ll: Architect and build core AI-powered features, Lead and mentor other senior engineers, Collaborate directly with design, product, and customers, Ship quickly and often, with real feedback from real usage, Evaluate and introduce new AI tools and best practices. You should have: 10+ years of full-stack experience (Go, TypeScript, React, Postgres a plus), Experience with generative AI, multi-agent systems, RAG pipelines, A bias toward impact and product thinking, Excellent collaboration and mentorship skills. Bonus: Entrepreneurial or other leadership experience. We’re a remote-first company with competitive pay, meaningful equity, and a focus on doing real work with great people.

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