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Senior Engineering Manager - AI Insight & Control

Senior Engineering Manager - AI Insight & Control

GladlySan Francisco, CA, United States
6 days ago
Job type
  • Full-time
Job description

Senior Engineering Manager - AI Insight & Control

Base pay range : $183,000.00 / yr - $215,000.00 / yr

About Gladly

Gladly is a customer‑centric CX platform powered by AI. It delivers efficient, personal experiences to brands like Crate & Barrel, Ulta Beauty, and Tumi. Gladly’s Customer AI keeps a single, continuous conversation across all channels, blending technology and human connection. Gladly is building enterprise agentic systems to drive real impacts.

About the Agent Insight & Control Team

Our mission is to make Gladly’s agentic AI platform understandable, steerable, and improvable by humans through tooling, reporting, and feedback loops. We build the control surface for agents : dashboards, reporting pipelines, and configuration UXs that give users transparency, trust, and tunability.

What You’ll Do

  • Lead a cross‑functional product team (backend, frontend, data science) building the control plane : dashboards, reporting pipelines, and configuration UXs.
  • Own the feedback loop between agent performance insights and configuration, enabling users to act on data.
  • Develop the infrastructure that powers these loops : telemetry pipelines, evaluation metrics, and APIs exposing agent performance.
  • Collaborate closely with Product, Design, and Data Science to define “steerability” in practice—from reports to in‑product tuning experiences.
  • Deliver production‑ready tools that help users analyze agent behavior and adjust configuration in real time.
  • Drive innovation staying on the cutting edge of AI and introducing best practices for interpretable, configurable, and human‑controllable systems.
  • Mentor engineers and foster a culture of clarity, data‑driven iteration, and thoughtful system design.

What You Bring

  • Engineering leadership experience : 5+ years leading teams delivering large‑scale, complex systems.
  • Bias for action : Proven ability to take ambiguous, early‑stage ideas to production in 0‑to‑1 contexts.
  • Customer‑ and user‑centric mindset : Deep empathy for how people interact with intelligent systems.
  • Product intuition : Experience creating intuitive, actionable experiences for non‑technical users managing complex systems.
  • Technical depth : Strong foundation in backend systems, data pipelines, observability tooling; willingness to learn about LLMs and agentic AI workflows.
  • Collaborative leadership : Excellent communication skills; mentors engineers and bridges research, infrastructure, and product disciplines.
  • Data‑driven approach : Defines success with metrics and measurable impact, not just code delivery.
  • Bonus Points For

  • Hands‑on experience with LLMs, embeddings, RAG pipelines, or agentic workflows.
  • Familiarity with observability & monitoring tools such as DataDog and LangSmith.
  • Background in AI tooling, evaluation, or configuration systems for real‑world applications.
  • Open‑source contributions, public talks, or thought leadership in AI or engineering.
  • Compensation

    $183,000 to $215,000 annual salary + equity + benefits.

    Why Join Gladly?

  • Competitive salaries, stock options, and comprehensive benefits.
  • Generous paid time off, parental leave, and home office stipends.
  • A fully remote work environment with opportunities for in‑person team gatherings.
  • Strong commitment to professional growth and an inclusive workplace where diverse perspectives thrive.
  • #J-18808-Ljbffr

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