Sierra builds conversational AI agents for enterprise customer experience
— think Sonos, ADT, WeightWatchers running their support flows on
Sierra's agent platform. Co-founded by Bret Taylor (ex-Salesforce
co-CEO, OpenAI board chair) and Clay Bavor (ex-Google Labs).
What you'd work on: the agent runtime (deterministic skills + LLM
reasoning + tool use), evaluation infrastructure (every agent has to
pass thousands of test scenarios before production), customer-specific
fine-tuning pipelines, or the developer experience for the people who
build agents on the platform.
Honest fit signals:
— Strong systems engineering background — Sierra agents handle real
customer money/data, so reliability and observability matter as much
as capability.
— You've thought about LLM evals seriously. Sierra's evaluation framework
is arguably their biggest moat; engineers who join expecting "just
prompt the model" find the real work surprising.
— You're motivated by the enterprise-AI problem space (not consumer).
The customers are big, demanding, and pay seven figures.
What's not a fit: anyone allergic to enterprise sales cycles influencing
engineering priorities, anyone who wants pure research, or anyone who
needs hard remote.