Staff Software Engineer, AI & Automation

About Gladly: Gladly is a fast-paced startup 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.

About The Role: We are 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 will architect and build core AI-powered features, lead and mentor other senior engineers, and collaborate directly with design, product, and customers.

What You’ll Do / Responsibilities:

• 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.

What You’ll Bring / Requirements / Qualifications:

• 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.

Gladly is a remote-first company with competitive pay, meaningful equity, and a focus on doing real work with great people.