Startups · AI

Head of AI

Highlight · San Francisco office · On-site

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About Highlight

Highlight is AI that captures what matters across your meetings, screen, and tools, then drafts the follow-ups where your work happens. Free to start. Backed by General Catalyst.

About the role

We're hiring a Head of AI Engineering to lead and scale our ML and AI efforts as we build the engine that powers Highlight. You'll own the architecture, quality, and roadmap for how we ingest, model, and surface context, starting from data pipelines and evals to the context graph that makes our system truly useful. This is a hands-on leadership role: you'll write code, set technical direction, mentor engineers, and collaborate closely with Backend and Product teams to ship features that feel like magic.

What they're looking for

  • 7+ years in ML/AI engineering, with 3+ years leading teams or major technical initiatives
  • Master’s or PhD in Computer Science, Machine Learning, Statistics, Applied Math or equivalent experience
  • Published research (or experience shipping to production) in knowledge graphs, memory systems, retrieval, or continual learning
  • Experience working at top AI labs (e.g. DeepMind, OpenAI, Anthropic, Meta FAIR, xAI) or leading AI application companies (e.g. Google, Cursor, Perplexity)
  • Strong architectural chops: you've designed and scaled ML infrastructure from scratch
  • Hands-on proficiency with modern ML stacks (PyTorch, TensorFlow, RAG, vector DBs, cloud infra)
More about this role

Highlight is building a shared intelligence layer for the modern workforce. Highlight unifies context across every person and tool on your team, seamlessly bridging information silos. It evolves with your organization to proactively route knowledge and reliably automate workflows.

We're hiring a Head of AI Engineering to lead and scale our ML and AI efforts as we build the engine that powers Highlight. You'll own the architecture, quality, and roadmap for how we ingest, model, and surface context, starting from data pipelines and evals to the context graph that makes our system truly useful. This is a hands-on leadership role: you'll write code, set technical direction, mentor engineers, and collaborate closely with Backend and Product teams to ship features that feel like magic.

We're looking for a technical leader who's equally comfortable diving into model architectures and rallying a team around ambitious goals. You have deep expertise in LLMs, knowledge systems, and retrieval. You're energized by the challenge of building something new. You thrive in ambiguity, ship fast, and hold yourself and your team to a high bar.

Note: this is an on-site role, requiring five days a week...

Read the full posting on Highlight's site ↗

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